Synthesis of α-Methylene-γ-Butyrolactones

Autor: C. A. Wilson, R. B. Gammill, Thomas A. Bryson
Rok vydání: 1975
Předmět:
Zdroj: Synthetic Communications. 5:245-268
ISSN: 1532-2432
0039-7911
DOI: 10.1080/00397917508064119
Popis: The development of natural product synthesis is synonomous with the chemistry of unsaturated carbonyl compounds. Central to numerous steroid, terpene and alkaloid syntheses has been the construction of carbocyclic systems using the conjugated enone functional group (e.g. Robinson annelations, Michael additions and similar reactions).1 In addition the unsaturated carbonyl group, which is often used for reductive alkylations, extended enolate alkylations and many other important synthetic operations,2 has been found to be an integral part of the structure of many naturally occurring compounds. The long standing importance of conjugated olefinic carbonyl compounds has resulted in numerous synthetic studies related to the preparation or incorporation of this functional group into natural products. An interesting new phase of these studies has been generated from the recent isolation of naturally occurring sequiterpenoid α-methylene-γ-butyrolactones many of which possess cytotoxic activity.3 Many rese...
Databáze: OpenAIRE