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A short synthesis of the aromatic monoterpene espintanol

✍ Scribed by David J. Wadsworth; Sabine Losch

Book ID
104203239
Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
304 KB
Volume
50
Category
Article
ISSN
0040-4020

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✦ Synopsis

A flexible and expedient synthesis of the lMnnanicidal and trypanocidal monoterpene espintanol I. first isolated in 1991from the sprace Q,g#&g,&&zu, wws achiewd in seven steps and with an overall yield of 11%. Key steps were the direct conversion qf the metw ester 0 to rhe methyl ketone 7 upon treatment with methyl lithium and the acid-catalysed bensylic hyiroperoxkle rearrangement reaction of the secondary alcohol II to @ord 1. In 1991 a paper appeared describing the leishmanicidal and trypanosomal in vitro activities of the petroleum

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## 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 synthes