SYNTHESIS OF (-)-MALYNGOLIDE

Authors
FLORKE H SCHAUMANN E
Citation
H. Florke et E. Schaumann, SYNTHESIS OF (-)-MALYNGOLIDE, Liebigs Annalen, (1), 1996, pp. 147-151
Citations number
24
Categorie Soggetti
Chemistry
Journal title
Liebigs Annalen → ACNP
ISSN journal
09473440
Issue
1
Year of publication
1996
Pages
147 - 151
Database
ISI
SICI code
0947-3440(1996):1<147:SO(>2.0.ZU;2-I
Abstract
delta-Lactone (-)-malyngolide (1) was synthesized by starting from the optically active epoxide 5. Coupling of derivative 3 with propargyl a nion 11 and subsequent metal-catalyzed methylation of the triple bond provided 14 incorporating all the carbon atoms of 1. Cyclization to th e acetal 16 was achieved via the epoxidation product 15. Adjustment of the oxidation state and removal of protective groups complete the syn thesis of 1.