7,7-Dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of ketodicyclopentadiene: A new route to (-)-physostigmine, (-)-physovenine, and (-)-aphanorphine

DOI: 10.1016/S0040-4039(00)02171-7

Source and publish data:

Tetrahedron Letters p. 1049 - 1052 (2001)

Update date:2022-07-30

Topics:

Authors:

Tanaka, Keigo

Taniguchi, Takahiko

Ogasawara, Kunio

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Article abstract of DOI:10.1016/S0040-4039(00)02171-7

A new diastereocontrolled route to three alkaloids having a quaternary benzylic stereogenic center, (-)-physostigmine, (-)-physovenine, and (-)-aphanorphine, has been developed using enantiopure 7,7-dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of chiral cyclopentadienone.

Full text of DOI:10.1016/S0040-4039(00)02171-7

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