Synthesis of (S)-(+)-parasorbic acid and (S)-(+)-2-tridecanol acetate: Bakers' yeast reductions of γ and δ ketosulfones
The enantioselective reduction of 4-(p-toluenesulfonyl) butane-2-one and 5-(p-toluenesulfonyl) pentane-2-one with bakers' yeast gave the corresponding (S) alcohols in high optical purities and moderately good yields. The alcohol 2a was converted to (S)(+)parasorbic acid (4), while 2b was used for the preparation of (S)(+)-2-tridecanol acetate (7), using short synthetic sequences.
Gopalan, Aravamudan S.,Jacobs, Hollie K.
p. 5575 - 5578
(2007/10/02)
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