Process for the preparation of homoserine lactones

Details Process for the preparation of homoserine lactones Process for the preparation of homoserine lactones

1992-02-06

1993-08-24

Ivy, C. Warren

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D30512

Patent

active

052390888

ABSTRACT:
.alpha.-Amino-.gamma.-butyrolactones (homoserine lactones) are a central structural element in many biologically active compounds. The known syntheses for the preparation of optically active homoserine lactones from D- or L-methionine and D- or L-aspartic acid derivatives have disadvantages. Homoserine lactones I and their salts can be prepared enantioselectively according to the invention by catalytic hydrogenation of aldehydes II ##STR1## where R in the formulae is hydrogen, alkyl, alkenyl, alkynyl, it being possible for the aforementioned three radicals to have hetero atoms in the chain, alkylcarbonyl, alkoxycarbonyl, alkylsulfonyl, benzyl, benzyloxycarbonyl, aryloxycarbonyl or arylsulfonyl, it being possible for the four last-mentioned radicals to be optionally substituted in the aryl moiety.

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