Small Ring Compounds in Organic Synthesis VI (Paperback, Softcover reprint of the original 1st ed. 2000)

Since the pioneering work by Sarel and co-workers on the iron carbonyl p- moted transformation of vinylcyclopropanes and related compounds [1],a - riety of transition metal complexes have been examined to achieve effective - tivation of the vinylcyclopropane-cyclopentene rearrangement which usually requires pyrolytic conditions. These reactions have been applied to natural product synthesis in some cases and have already been reviewed in several - cellent articles [2-4]. Contrary to the well-established chemistry of the vinylcyclopropanes, the corresponding reactions of alkynyl- and propadienylcyclopropanes have not, until recently,received much attention.We present here a summary of the recent efforts towards the development of transition metal promoted transformation of these molecules with a brief survey of the corresponding thermal reactions. 2 Rearrangement of Alkynylcyclopropanols Unlike the well-known chemistry of the vinylcyclopropane-cyclopentene - arrangement, there is no general method for the rearrangement of alkyn- cyclopropane to cyclopentene derivatives.One specific example is the pyrolysis of 1-ethynyl-2-methylcyclopropane to methylenecyclopentene and other c- pounds [5]. At 530 C, 1-ethynyl-2-methylcyclopropane (1) undergoes a [1,- hydrogen shift to give hexa-1,2,5-triene ( 2),which further isomerizes to met- lenecyclopentenes 3 and 4 in 38 and 29% yield,respectively (Scheme 1).

General

Imprint:	Springer-Verlag
Country of origin:	Germany
Series:	Topics in Current Chemistry, 207
Release date:	November 2013
First published:	2000
Editors:	Armin De Meijere
Contributors:	A de Meijere • L. P. Hadjiarapoglou • N. Iwasawa • A.F. Khlebnikow • S.I. Kozhuskhov • N. Narasaka • J. Salaun
Dimensions:	235 x 155 x 13mm (L x W x T)
Format:	Paperback
Pages:	230
Edition:	Softcover reprint of the original 1st ed. 2000
ISBN-13:	978-3-662-15648-3
Categories:	Books > Science & Mathematics > Chemistry > Organic chemistry > General Promotions
LSN:	3-662-15648-2
Barcode:	9783662156483

Is the information for this product incomplete, wrong or inappropriate? Let us know about it.

Does this product have an incorrect or missing image? Send us a new image.

Is this product missing categories? Add more categories.

Review This Product

No reviews yet - be the first to create one!