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Catalytic Photoinduced Charge‐Transfer Osmylation: A Novel Pathway from Arenes to Cyclitol Derivatives
Author(s) -
Motherwell William B.,
Williams Alvin S.
Publication year - 1995
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.199520311
Subject(s) - chemistry , chlorate , bromate , catalysis , osmium , cyclitol , reagent , photochemistry , organic chemistry , inositol , ion , biochemistry , receptor , ruthenium
A catalytic, highly stereoselective one‐pot synthesis of inositol and conduritol derivatives ( 2 and 3 , respectively) from benzene ( 1 ) and other simple arenes has been achieved by excitation of the charge‐transfer band of the complex between the arene and osmium tetraoxide in the presence of chlorate or bromate anions as oxygen transfer reagents. DMAP = 4‐dimethylaminopyridine.