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Enantioselective synthesis of the tricyclic furan moiety of azadirachtin, a potent insect antifeedant

✍ Scribed by Hidenori Watanabe; Takeru Watanabe; Kenji Mori

Book ID
103399436
Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
709 KB
Volume
52
Category
Article
ISSN
0040-4020

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✍ Jun Ishihara; Takehiro Fukuzaki; Akio Murai πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 224 KB

An asymmetric synthesis of the tricyclic dihyctrofuran moiety of azadirachtin is reported. The Diels-Alder adduct, which was catalyzed by Evans' chiral Cu-bisoxazoline complex, was easily converted to the tricyclic portion via SmI 2 reductive cleavage and selective functionalization.