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The first enantioselective synthesis of (−)-microbiotol and (+)-β-microbiotene

Authors :
Adusumilli Srikrishna
Shankarnarayan A. Nagamani
Setti G. Jagadeesh
Source :
Tetrahedron: Asymmetry. 16:1569-1571
Publication Year :
2005
Publisher :
Elsevier BV, 2005.

Abstract

The first enantioselective total synthesis of (-)-microbiotol and(+)-\beta-microbiotene, sesquiterpenes containing three neighboring quaternary carbon atoms belonging to the cyclocuparane group, starting from cyclogeraniol employing a Sharpless-Katsuki asymmetric epoxidation, a boron trifluoride etherate mediated epoxidere arrangement and an intramolecular diazo ketone cyclopropanation as key steps, is described.

Details

ISSN :
09574166
Volume :
16
Database :
OpenAIRE
Journal :
Tetrahedron: Asymmetry
Accession number :
edsair.doi.dedup.....f0f1d302087f3fc61327e1de5f5e8727