Premium
Reduction of 2‐Enoates and Alkanoates with Carbon Monoxide or Formate, Viologens, and Clostridium thermoaceticum to Saturated Acids and Unsaturated and Saturated Alcohols
Author(s) -
Simon Helmut,
White Hiltrud,
Lebertz Herbert,
Thanos Iordanes
Publication year - 1987
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198707851
Subject(s) - chemistry , formate , reagent , carbon monoxide , aqueous solution , organic chemistry , medicinal chemistry , catalysis
The biochemical system used to carry out the title reactions in aqueous solution is probably also of preparative value. The unsaturated carboxylates 1 afford the saturated analogues 2 at pH 7.5 in the presence of CO, H 2 , or HCOO ⊖ and give the alcohols 3 and 4 at pH 5.5; with the same reagents at pH 5.5, the transformation 2→3 occurs. The carboxyl groups of compounds 1 and 2 are not activated in this process as is the case in the corresponding biological reactions. R 1 , R 2 = Me, Ph, CHCHCH 3 .