STRATEGIC USE OF RETRO-DIELS-ALDER REACTION IN THE CONSTRUCTION OF BETA-CARBOXY-ALPHA-METHYLENE-GAMMA-LACTONES - TOTAL SYNTHESIS OF METHYLENOLACTOCIN AND PROTOLICHESTERINIC ACID

Authors
GHATAK A SARKAR S GHOSH S
Citation
A. Ghatak et al., STRATEGIC USE OF RETRO-DIELS-ALDER REACTION IN THE CONSTRUCTION OF BETA-CARBOXY-ALPHA-METHYLENE-GAMMA-LACTONES - TOTAL SYNTHESIS OF METHYLENOLACTOCIN AND PROTOLICHESTERINIC ACID, Tetrahedron, 53(51), 1997, pp. 17335-17342
Citations number
27
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
51
Year of publication
1997
Pages
17335 - 17342
Database
ISI
SICI code
0040-4020(1997)53:51<17335:SUORRI>2.0.ZU;2-Z
Abstract
A facile route for the construction of beta-carboxy-alpha-methylene-ga mma-lactone unit is described using retro Diels-Alder reaction as the key step. Using this protocol, total synthesis of (+/-)-methylenolacto cin and (+/-)-protolichesterinic acid has been achieved. (C) 1997 Else vier Science Ltd.