Asymmetric synthesis of hexahydrodibenzofurans by stereospecific

Details Asymmetric synthesis of hexahydrodibenzofurans by stereospecific Asymmetric synthesis of hexahydrodibenzofurans by stereospecific

1992-07-06

1993-07-27

Dentz, Bernard

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

435126, C07D30791, C12P 100

Patent

active

052311988

ABSTRACT:
This invention relates to the stereospecific process for the preparation, separation and purification of hexahydrodibenzofurans which are used in the preparation of the 5HT.sub.3 compounds. More specifically, the present invention relates to a process for the preparation of substantially optically pure cishexahydrodibenzofuran compounds including at least two chiral fused ring centers which comprises the acidic catalyzed stereospecific ring closure by the intra-molecular inversion of a gamma, i.e. 2', carbon atom of a 2-[(2'-leaving group)cycloalkyl]phenol.

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patent: 5086179 (1992-02-01), Powers et al.
Organic Synthesis, vol. 69, pp. 1-10 (1991).

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