A new synthesis of spirovetivanes via the spiro acyloin intermediate-Reference-Cited by-同舟云学术

A new synthesis of spirovetivanes via the spiro acyloin intermediate

Published:1979-07-01 Issue:13 Volume:57 Page:1579-1584
ISSN:0008-4042
Container-title:Canadian Journal of Chemistry
language:en
Short-container-title:Can. J. Chem.

Author:

Ibuka Toshiro,Hayashi Kenji,Minakata Hiroyuki,Ito Yoshikuni,Inubushi Yasuo

Abstract

Ethyl-3-(1-ethoxycarbonyl-2,6-dimethylcyclohex-2-enyl)propionate 5 was stereoselectively synthesized. The diester 5 was spiroannulated by the acyloin condensation to give the bis(tri-methylsiloxy) ether 11. The ether 11 was hydrolyzed to provide the acyloins 6 and 12. The acyloins 6 and 12 were elaborated into (±)-hinesol 1, (±)-agarospirol 2, (±)-β-vetivone 3, and (±)-α-vetispirene 4.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Link

http://www.nrcresearchpress.com/doi/pdf/10.1139/v79-256

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