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Chemo‐Enzymatic Synthesis of All Isomers of 2‐Methylbutane‐1,2,3,4‐tetraol – Important Contributors to Atmospheric Aerosols
Author(s) -
Moen Anders Riise,
Ruud Kjersti,
Anthonsen Thorleif
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600873
Subject(s) - chemistry , stereospecificity , enantioselective synthesis , osmium , stereochemistry , catalysis , lipase , organic chemistry , enzyme , medicinal chemistry , ruthenium
Abstract By a combination of stereospecific osmium catalyzed oxidation of dimethyl citraconate and lipase catalysed enantioselective resolution of the formed dimethyl (2 R *,3 S *)‐2,3‐dihydroxy‐2‐methylbutanedioate, followed by reduction, (2 R ,3 S )‐ and (2 S ,3 R )‐2‐methylbutane‐1,2,3,4‐tetraol were isolated. Similar reactions starting with dimethyl mesaconate gave the isomers, (2 R ,3 R )‐ and (2 S ,3 S )‐2‐methylbutane‐1,2,3,4‐tetraol. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)