An efficient enantioselective synthesis of argentilactone

P. Veeraraghavan Ramachandran, M. Venkat Ram Reddy, Herbert C. Brown

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

Asymmetric allylboration of 2-octynal with (+)-B-allyldiisopinocampheylborane provides the corresponding homoallylic alcohol in 80% yield. The alkynenol is stereoselectively hydrogenated in the presence of Lindlar catalyst, converted to the corresponding acrylic ester, and cyclized by refluxing in dichloromethane in the presence of 10 mol% of Grubbs' catalyst to provide the natural enantiomer of (R)-(-)-argentilactone in 44% overall yield.

Original languageEnglish (US)
Pages (from-to)739-742
Number of pages4
JournalJournal of the Indian Chemical Society
Volume76
Issue number11-12
StatePublished - Nov 1 1999

Fingerprint Dive into the research topics of 'An efficient enantioselective synthesis of argentilactone'. Together they form a unique fingerprint.

Cite this