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Chemoenzymatic Synthesis of (E)-3,7-Dimethyl-2-octene-1,8-diol Isolated from the Hairpencils of Male Danaus chrysippus (African Monarch).

✍ Scribed by Kunihiko Takabe; Nobuyuki Mase; Hiroya Hashimoto; Atsushi Tsuchiya; Takashi Ohbayashi; Hidemi Yoda

Publisher: John Wiley and Sons
Year: 2003
Weight: 126 KB
Volume: 34
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.200338198

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✦ Synopsis

Abstract

For Abstract see ChemInform Abstract in Full Text.

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A novel synthesis of (E)-3,7-dimethyl-2-

A novel synthesis of (E)-3,7-dimethyl-2-octene-1,8-diol secreted by the african monarch using the ring-opening reaction of α-methyl-β-propiolactone

✍ Tamotsu Fujisawa; Toshio Sato; Tatsuo Kawara; Atsunari Noda 📂 Article 📅 1982 🏛 Elsevier Science 🌐 French ⚖ 131 KB

The regiosetective ring-opening reaction of a-methyl-B-propiolactone with 3,3-ethytenedioxybutytmagnesiwn bromide in the presence of copper(I) cataZyst afforded 2-methyl-6-oxoheptanoic acid, which was easily converted into IEI-3,7-dimethyl-2-octene-I,&dial in good yield.