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A short synthesis of the monoterpenes (−)-6α-hydroxy- carvotanacetone and (−)-6β-hydroxycarvotanacetone from (R)-(−)-carvone

✍ Scribed by R. B. dos Santos; P. R. Zanotto; T. J. Brocksom; U. Brocksom

Publisher: John Wiley and Sons
Year: 2001
Tongue: English
Weight: 67 KB
Volume: 16
Category: Article
ISSN: 0882-5734
DOI: 10.1002/ffj.1001

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✦ Synopsis

Abstract

6‐Hydroxycarvotanacetone[2‐methyl‐5‐(1‐methylethyl)‐6‐hydroxycyclohex‐2‐en‐1‐one] has been isolated in small amounts from the essential oil of Laggera alata (D. Don) Sch. Bip. ex Oliv., although its absolute stereostructure has not yet been unequivocally established. A short synthesis of two diastereomers of 6‐hydroxycarvotanacetone from (R)‐(−)‐carvone via regioselective epoxidation of its dienylsilyl ether is described. Copyright © 2001 John Wiley & Sons, Ltd.

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