Synthetic studies on azadirachtin (Part 3): Asymmetric synthesis of the tricyclic dihydrofuran moiety of azadirachtin

DOI: 10.1016/S0040-4039(99)00040-4

Source and publish data:

Tetrahedron Letters p. 1907 - 1910 (1999)

Update date:2022-08-04

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Authors:

Ishihara

Fukuzaki

Murai Murai

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Article abstract of DOI:10.1016/S0040-4039(99)00040-4

An asymmetric synthesis of the tricyclic dihydrofuran 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 SmI₂ reductive cleavage and selective functionalization.

Full text of DOI:10.1016/S0040-4039(99)00040-4

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