cheminform abstract: baker′s yeast mediated biohydrogenation of sulfur-functionalized methacrolein...

2002 biochemical syntheses, microbiological syntheses biochemical syntheses, microbiological syntheses O 0035 07 - 041 Baker’s Yeast Mediated Biohydrogenation of Sulfur-Functionalized Methacrolein Derivatives. Stereochemical Aspects of the Reaction and Preparation of the Two Enantiomers of Useful C 4 Bifunctional Chiral Synthons. — Baker’s yeast mediated reduction of various phenylthio- or phenylsulfonyl-functionalized methacrolein derivatives (I), (IV), and (V) provides access to enantioenriched sulfur-functionalized C 4 -building blocks (II) and (III). It is shown that extent and sense of stereoinduction strongly depend on the structure of methacrolein derivative and on the oxidation state of the sulfur. — (SERRA, STEFANO; FUGANTI, CLAUDIO; Tetrahedron: Asymmetry 12 (2001) 15, 2191-2196; Dip. Chim., Politec. Milano, CNR, I-20131 Milano, Italy; EN) 1

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Page 1: ChemInform Abstract: Baker′s Yeast Mediated Biohydrogenation of Sulfur-Functionalized Methacrolein Derivatives. Stereochemical Aspects of the Reaction and Preparation of the Two

2002 biochemical syntheses, microbiological syntheses

biochemical syntheses, microbiological synthesesO 0035

07 - 041Baker’s Yeast Mediated Biohydrogenation of Sulfur-FunctionalizedMethacrolein Derivatives. Stereochemical Aspects of the Reactionand Preparation of the Two Enantiomers of Useful C4 BifunctionalChiral Synthons. — Baker’s yeast mediated reduction of variousphenylthio- or phenylsulfonyl-functionalized methacrolein derivatives (I), (IV),and (V) provides access to enantioenriched sulfur-functionalized C4-buildingblocks (II) and (III). It is shown that extent and sense of stereoinduction stronglydepend on the structure of methacrolein derivative and on the oxidation stateof the sulfur. — (SERRA, STEFANO; FUGANTI, CLAUDIO; Tetrahedron:Asymmetry 12 (2001) 15, 2191-2196; Dip. Chim., Politec. Milano, CNR,I-20131 Milano, Italy; EN)

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