Process and intermediates for chiral epoxides

Details Process and intermediates for chiral epoxides Process and intermediates for chiral epoxides

1991-10-03

1993-02-02

Rothman, Alan L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549549, 549561, C07D30102

Patent

active

051839105

ABSTRACT:
Chiral epoxybutyrates are prepared in high yield from novel dihydro-3R-substituted sulfonyloxy-4R-hydroxy-2-(3H)furanones via based catalyzed alcoholysis. The product chiral epoxy butyrates are useful intermediates for the synthesis of 1-carba-1-dethia cephem antibiotics.

REFERENCES:
Percy S. Manchand et al., "A Novel Synthesis of the Monobactam Antibiotic Carumonam", J. Org. Chem. 53, 5507-5512 (1988).
Seiki Saito et al., "Novel Approach to Stereoisomerically Full Set of Optically Pure 2,3-Epoxyesters from Tartaric Acids", Tetrahedron Letters, vol. 27, No. 43, 5249-5252 (1986).

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