In their analysis of experiments and in their planning of syntheses, organic chemistsconsciouslyorunconsciouslytendtousetheprincipleofleastmotion, thechemicalequivalentofOccam'srazor. Inrearrangementreactionsthispr- ciple is violated and may make rearrangements problematic reactions. At the sametime, thereisalwaysfascinationintheunexpectedandsorearrangement reactionsarealsoanattractive?eldofstudy. Consequently, ourunderstanding of rearrangement reactions is now quite advanced and allows strategic uses in organic synthesis. Here, a helpful tool that may easily be overlooked is thein?uence oforganosulfurfunctionalitiesontheserearrangements. Infact, the presence of sulfur may make rearrangements predictable and productive or allow speci?c transformations which would otherwise require a tedious synthetic detour. The present account is meant to spread this knowledge. In addition, an introductory chapter gives a survey of the basics of organosulfur chemistry to put the information in the individual chapters into perspective and to help readers who are less familiar with the peculiarities of sulfur in an organicenvironment. Theamountofmaterialrequiringcoveragewassovastthatthevolumehadto besplitintotwoparts. Wehopethatreaderswillappreciatethecomprehensive and up-to-date information on sulfur-mediated rearrangements. Fortunately, leading experts were available to write the individual chapters and provide state-of-the-artreviews ofthecurrent researchonsulfur-mediated rearran- ments. It was a pleasure to work with these colleagues and I appreciate their involvement in spite of many other obligations. This volume should help the chemical community in their synthetic workand so it was worththe effort. Clausthal-Zellerfeld, February2007 Ernst Schaumann Contents 2,3]-Sigmatropic RearrangementsofAllylic Sulfur Compounds M. Reggelin. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1 2,3]-SigmatropicRearrangementsofPropargylicandAllenicSystems S. Braverman.M. Cherkinsky. . . . . . . . . . . . . . . . . . . . . . . 67 SulfurParticipation in 3,3]-Sigmatropic Rearrangements R. FernandezdelaPradilla.M. Tortosa.A. Viso. . . . . . . . . . . . . 103 Thione-ThiolRearrangement: Miyazaki-Newman-KwartRearrangementandOthers C. Zonta.O. DeLucchi.R. Volpicelli.L. Cotarca. . . . . . . . . . . . . 131 TheSmilesRearrangement andtheJulia-Kocienski Ole?nationReaction K. Plesniak.A. Zarecki.J. Wicha . . . . . . . . . . . . . . . . . . . . . 163 AuthorIndexVolumes251-275. . . . . . . . . . . . . . . . . . . . . . 251 Subject Index. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 263 ContentsofVolume274 Sulfur-MediatedRearrangementsI Volume Editor: Ernst Schaumann ISBN: 978-3-540-68097-0 SulfurisMoreThantheFatBrotherofOxygen. AnOverviewofOrganosulfurChemistry E."

In their analysis of experiments and in their planning of syntheses, organic chemistsconsciouslyorunconsciouslytendtousetheprincipleofleastmotion, thechemicalequivalentofOccam'srazor. Inrearrangementreactionsthispr- ciple is violated and may make rearrangements problematic reactions. At the sametime, thereisalwaysfascinationintheunexpectedandsorearrangement reactionsarealsoanattractive?eldofstudy. Consequently, ourunderstanding of rearrangement reactions is now quite advanced and allows strategic uses in organic synthesis. Here, a helpful tool that may easily be overlooked is thein?uence oforganosulfurfunctionalitiesontheserearrangements. Infact, the presence of sulfur may make rearrangements predictable and productive or allow speci?c transformations which would otherwise require a tedious synthetic detour. The present account is meant to spread this knowledge. In addition, an introductory chapter gives a survey of the basics of organosulfur chemistry to put the information in the individual chapters into perspective and to help readers who are less familiar with the peculiarities of sulfur in an organicenvironment. Theamountofmaterialrequiringcoveragewassovastthatthevolumehadto besplitintotwoparts. Wehopethatreaderswillappreciatethecomprehensive and up-to-date information on sulfur-mediated rearrangements. Fortunately, leading experts were available to write the individual chapters and provide state-of-the-artreviews ofthecurrent researchonsulfur-mediated rearran- ments. It was a pleasure to work with these colleagues and I appreciate their involvement in spite of many other obligations. This volume should help the chemical community in their synthetic workand so it was worththe effort. Clausthal-Zellerfeld, October 2006 Ernst Schaumann Contents SulfurisMoreThantheFatBrotherofOxygen. AnOverviewofOrganosulfurChemistry E. Schaumann. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1 RecentAdvancesinPummererReactions S. Akai.Y. Kita . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 35 1,2-SulfurMigrations A. W. Sromek.V. Gevorgyan. . . . . . . . . . . . . . . . . . . . . . . . 77 1,3-SulfurShifts: MechanismandSyntheticUtility S. K. Bur. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 125 AuthorIndexVolumes251-274. . . . . . . . . . . . . . . . . . . . . . 173 Subject Index. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 183 ContentsofVolume275 Sulfur-MediatedRearrangementsII Volume Editor: Ernst Schaumann ISBN: 978-3-540-68099-4 2,3]-Sigmatropic RearrangementsofAllylic Sulfur Compounds M. Reggelin 2,3]Sigmatropic RearrangementsofPropargylic andAllenicSystems S. Braverman .M."

[2,3]-Sigmatropic RearrangementsofAllylic Sulfur Compounds M. Reggelin. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1 [2,3]-SigmatropicRearrangementsofPropargylicandAllenicSystems S. Braverman.M. Cherkinsky. . . . . . . . . . . . . . . . . . . . . . . 67 SulfurParticipation in[3,3]-Sigmatropic Rearrangements R. FernandezdelaPradilla.M. Tortosa.A. Viso. . . . . . . . . . . . . 103 Thione ThiolRearrangement: Miyazaki Newman KwartRearrangementandOthers C. Zonta.O. DeLucchi.R. Volpicelli.L. Cotarca. . . . . . . . . . . . . 131 TheSmilesRearrangement andtheJulia Kocienski Ole?nationReaction K. Plesniak.A. Zarecki.J. Wicha . . . . . . . . . . . . . . . . . . . . . 163 AuthorIndexVolumes251 275. . . . . . . . . . . . . . . . . . . . . . 251 Subject Index. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 263 ContentsofVolume274 Sulfur-MediatedRearrangementsI Volume Editor: Ernst Schaumann ISBN: 978-3-540-68097-0 SulfurisMoreThantheFatBrotherofOxygen. AnOverviewofOrganosulfurChemistry E."

In their analysis of experiments and in their planning of syntheses, organic chemistsconsciouslyorunconsciouslytendtousetheprincipleofleastmotion, thechemicalequivalentofOccam'srazor. Inrearrangementreactionsthispr- ciple is violated and may make rearrangements problematic reactions. At the sametime, thereisalwaysfascinationintheunexpectedandsorearrangement reactionsarealsoanattractive?eldofstudy. Consequently, ourunderstanding of rearrangement reactions is now quite advanced and allows strategic uses in organic synthesis. Here, a helpful tool that may easily be overlooked is thein?uence oforganosulfurfunctionalitiesontheserearrangements. Infact, the presence of sulfur may make rearrangements predictable and productive or allow speci?c transformations which would otherwise require a tedious synthetic detour. The present account is meant to spread this knowledge. In addition, an introductory chapter gives a survey of the basics of organosulfur chemistry to put the information in the individual chapters into perspective and to help readers who are less familiar with the peculiarities of sulfur in an organicenvironment. Theamountofmaterialrequiringcoveragewassovastthatthevolumehadto besplitintotwoparts. Wehopethatreaderswillappreciatethecomprehensive and up-to-date information on sulfur-mediated rearrangements. Fortunately, leading experts were available to write the individual chapters and provide state-of-the-artreviews ofthecurrent researchonsulfur-mediated rearran- ments. It was a pleasure to work with these colleagues and I appreciate their involvement in spite of many other obligations. This volume should help the chemical community in their synthetic workand so it was worththe effort. Clausthal-Zellerfeld, October 2006 Ernst Schaumann Contents SulfurisMoreThantheFatBrotherofOxygen. AnOverviewofOrganosulfurChemistry E. Schaumann. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1 RecentAdvancesinPummererReactions S. Akai.Y. Kita . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 35 1,2-SulfurMigrations A. W. Sromek.V. Gevorgyan. . . . . . . . . . . . . . . . . . . . . . . . 77 1,3-SulfurShifts: MechanismandSyntheticUtility S. K. Bur. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 125 AuthorIndexVolumes251-274. . . . . . . . . . . . . . . . . . . . . . 173 Subject Index. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 183 ContentsofVolume275 Sulfur-MediatedRearrangementsII Volume Editor: Ernst Schaumann ISBN: 978-3-540-68099-4 2,3]-Sigmatropic RearrangementsofAllylic Sulfur Compounds M. Reggelin 2,3]Sigmatropic RearrangementsofPropargylic andAllenicSystems S. Braverman .M."

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Science of Synthesis: Houben-Weyl Methods of Molecular Transformations is the entirely new edition of the acclaimed reference series, Houben-Weyl, the standard synthetic chemistry resource since 1909. This new edition is published in English and will comprise of 48 volumes published between the years 2000 and 2008. Science of Synthesis is a quality reference work developed by a highly esteemed editorial board to provide a comprehensive and critical selection of reliable organic and organometallic synthetic methods. Science of Synthesis is designed to be the first point of reference when searching for a synthesis strategy. This volume covers the synthesis of five-membered heterocyclic compounds with an oxygen-, sulfur-, nitrogen-, selenium-, tellurium-, or phosphorus-containing heterocycle fused to one or two benzenoid rings. Volume 10 presents selected procedures for the synthesis of benzoannulated five-membered hetarenes. It covers the synthesis of heterocyclic compounds with widely differing stabilities and chemical and physical properties ranging from unstable hetarenes, such as benzo[c]furans, to very stable dibenzohetarenes, such as dibenzothiophene. For full information on the Science of Synthesis series, visit the Science of Synthesis Homepage. Series Editors: D. Bellus, S. V. Ley, R. Noyori, M. Regitz, E. Schaumann, I. Shinkai, E. J. Thomas, B. M. Trost, P. J. Reider.