Synthesis of optically active A-factor
PJ Parsons, P Lacrouts, AD Buss
Index: Parsons, Philip J.; Lacrouts, Pierre; Buss, A. D. Journal of the Chemical Society, Chemical Communications, 1995 , # 4 p. 437 - 438
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Citation Number: 11
Abstract
Isolated from Streptomyces griseus in 1976 by Khokhlov et al, (3R)-( -)-A-factor 12 is an autoregulator of cytodifferentiation, which induces the production of streptomycin in these strains of bacteria. The stereochemistry of this natural product was elucidated in 1983 by Mori2 as being 3R, position C-2 readily epimerising by enolisation. Mori also completed the synthesis of optically active A-factor, introducing the chirality by an enzymatic method.3
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