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Chemistry of insect antifeedants fromazadirachta indica(Part 9): oxidative reactions of azadirachtin derivatives leading to C8-C14 bond cleavage.

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
32
Issue
43
Identifiers
DOI: 10.1016/0040-4039(91)80784-4

Abstract

Abstract A novel macrocyclic carbonate (4) was obtained by pyridinum chlorochromate oxidation of an azadirachtin derivative (3). This underwent efficient C8-C14 bond cleavage via a retro-Aldol reaction to give a highly functionalised decalin derivative (5) with potential for use in relay synthesis of azadirachtin.

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