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Organic Synthesis using Samarium Diiodide - A Practical Guide (Hardcover, Edition.)
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Organic Synthesis using Samarium Diiodide - A Practical Guide (Hardcover, Edition.)
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Samarium diiodide is one of the most important reducing agents
available to synthetic organic chemists. The lanthanide(II) reagent
acts by single-electron transfer to organic substrates leading to
the formation of both radical and/or anionic intermediates. The
power of the reagent arises from its versatility - samarium
diiodide can be used in processes ranging from functional group
conversions to elaborate carbon-carbon bond-forming cyclization
sequences that result in a dramatic increase in molecular
complexity. In addition, reactions involving samarium diiodide
often show high stereoselectivity as samarium ions can coordinate
to Lewis basic sites on substrates and can direct the
stereochemical course of reactions. The ability to fine-tune the
reactivity of the reagent by the use of additives and co-solvents
is an additional, attractive feature. Although samarium diiodide is
used extensively by organic chemists, there is still a widely held
view that the reagent can be difficult to prepare and use. In
addition, samarium diiodide can mediate such a wide variety of
organic chemistry that potential new users are often overawed by
the extensive primary literature on the reagent. The objective of
this book is to provide a concise, practical guide to the reagent.
Rather than being a comprehensive review of the chemistry of
samarium diiodide, this user-friendly book adopts an "an all you
need to know" approach to the topic. The international authors are
well-known for their work with the reagent and their expertise
covers current developments in new reactivity and selectivity,
applications in target synthesis, co-solvent and additive effects,
coordination chemistry and mechanism. The book includes the best
methods for preparing and handling the reagent, how solvents,
co-solvents and additives alter reactivity, the basic mechanisms of
reactions, common transformations using the reagent, and emerging
areas in samarium diiodide chemistry. The authors have distilled
the extensive primary literature to allow the reader to quickly
grasp an understanding of the reagent and its utility. The
illustrative practical procedures help the reader to prepare and
use the reagent in the laboratory while references from the recent
literature allow readers to pursue their interest in the popular
reagent. The book also contains many illustrations and chemical
schemes.
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