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Pheromone Synthesis, CLII. Synthesis of Blattellastanosides A and B, Chlorinated Steroid Glucosides Isolated as the Aggregation Pheromone of the German Cockroach,Blattella germanica L.

✍ Scribed by Mori, Kenji ;Fukamatsu, Kunio ;Kido, Masaru

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
594 KB
Volume
1993
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

β‐Sitosterol (3) was converted to blattellastanosides A (1, 6α‐chloro‐4β,5‐epoxy‐5β‐stigmastan‐3β‐yl β‐D‐glucopyranoside) and B (2, 6α‐chloro‐5‐hydroxy‐5β‐stigmastan‐3β‐yl β‐D‐glucopyranoside), the arrestant components of the aggregation pheromone of the German cockroach, Blattella germanica L.

📜 SIMILAR VOLUMES

Pheromone Synthesis, CLI. Synthesis of C
Pheromone Synthesis, CLI. Synthesis of Chlorinated Steroids Related to the Structures Proposed for Blattellastanosides A and B, the Aggregation Pheromone of the German Cockroach,Blattella germanica L.
✍ Mori, Kenji ;Fukamatsu, Kunio ;Kido, Masaru 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 English ⚖ 662 KB

## Abstract Remote functionalization of 5α‐stigmastan‐3β‐ol (5) to yield eventually 5α‐stigmast‐9(11)‐en‐3α‐ol (8) was employed for the syntheses of 9α‐chloro‐5α‐stigmastane‐3β,11β‐diol (13) and 12α‐chloro‐9α,11α‐epoxy‐5α‐stigmastan‐3β‐yl β‐D‐glucopyranoside (3). The former (13) was the aglycone pa