Process for preparing optically active cyclopentenone derivative

Details Process for preparing optically active cyclopentenone derivative Process for preparing optically active cyclopentenone derivative

1991-07-09

1992-08-04

Dees, Jose G.

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

Organic compounds

Silicon containing

556427, 568666, C07F 704, C07C 67297, C07C 69145

Patent

active

051360667

ABSTRACT:
The present invention provides a process for preparing an optically active cyclopentenone derivative represented by the formula ##STR1## by oxidizing an optically active cyclopentanone derivative represented by the formula ##STR2## with an oxidizing agent, and subsequently subjecting the oxidized compound to an elimination reaction. (In the above formulae, R.sup.1 is a protective group for hydroxyl, R.sup.5 is straight-chain or branched alkyl, alkenyl, alkynyl or alkylaryl having 5 to 22 carbon atoms and containing or not containing oxygen, sulfur or silicon, R.sup.6 is alkyl, aryl or heterocyclic group having or not having a substituent, Z is selenium or sulfur, and the symbol * represents an asymmetic carbon atom.)

REFERENCES:
Alverez et al. JACS, 94, 7823 (1972).
Kluge et al. JACS, 94, 7828 (1972).
Kluge et al. JACS, 94, 9256 (1972).
Sih et al. JACS, 97, 857, (1975).
Sih et al. JACS 97 865 (1975).
Stork et al., JACS 97 4745 (1975).

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