Tetrahedron p. 2919 - 2921 (1982)
Update date:2022-08-04
Topics:
Mori, Kenji
Yamane, Kazusuke
The absolute configuration at C-3 of A-factor, 2-(6-methylheptanoyl)-3-hydroxymethyl-4-butanolide 1a, was determined to be S by synthesizing both enantiomers of it from paraconic acid. (3S)-A-factor was 2.5 times more active than the (3R)-isomer as the inducer of streptomycin biosynthesis in inactive mutants of Streptomyces griseus.
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Doi:10.1039/b607713g
(2006)Doi:10.1016/j.bmcl.2004.07.079
(2004)Doi:10.1016/j.tetlet.2011.01.096
(2011)Doi:10.1016/S0040-4039(00)85936-5
(1983)Doi:10.1007/BF00765024
(1983)Doi:10.1039/b514019f
(2006)
