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Pheromone Synthesis, LXIV. Synthesis of the Enantiomers of 2-Methyl-1,7-dioxaspiro[5.6]-dodecane, a Component of the Volatile Secretion from the Mandibular Glands ofAndrena haemorrhoa F.

✍ Scribed by Mori, Kenji ;Katsurada, Manabu

Publisher: John Wiley and Sons
Year: 1984
Tongue: English
Weight: 301 KB
Volume: 1984
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.198419840116

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✦ Synopsis

Abstract

The syntheses of the title compounds (2__R__,6__S__)‐1 and (2__S__,6__R__)‐1 from (R)‐ and (S)‐β‐hydroxybutyrate 3 are described. The formation of the spiroacetal 1 from (R)‐9 proceeded stereoselectively to give only (2__R__,6__S__)‐1. Similarly (S)‐9 yielded (2__S__,6__R__)‐1.

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