Synthesis of an enantiomerically pure aminoisoquinocarbazole with antiarrhythmic activity via lipase-catalyzed enantioselective transesterification

DOI: 10.1016/0957-4166(96)00199-1

Source and publish data:

Tetrahedron Asymmetry p. 1649 - 1658 (1996)

Update date:2022-09-26

Topics:

Authors:

Fukazawa, Tetuya

Shimoji, Yasuo

Hashimoto, Toshihiko

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Article abstract of DOI:10.1016/0957-4166(96)00199-1

Enantiomerically pure (R)-2-cyclohexen-1-ol 5 was prepared via lipase- catalyzed enantioselective transesterification of 2-substituted cyclohexanol, and stereospecifically converted to (-)-(2-cyclohexenyl)acetic acid 4. Enantiomerically pure aminoisoquinocarbazole 1 (RS-2135) was synthesized stereoselectively from 4, using an intramolecular Diels-Alder reaction and Curtius rearrangement.

Full text of DOI:10.1016/0957-4166(96)00199-1

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