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Enantioselective 1,4‐Addition of Aliphatic Grignard Reagents to Enones Catalyzed by Readily Available Copper(I) thiolates derived from TADDOL. Preliminary communication
Author(s) -
Seebach Dieter,
Jaeschke Georg,
Pichota Arkadius,
Audergon Laurent
Publication year - 1997
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19970800819
Subject(s) - chemistry , reagent , enantioselective synthesis , enantiomer , catalysis , copper , organic chemistry , grignard reagent , combinatorial chemistry , medicinal chemistry
Two simple thiols derived from the parent TADDOL, α,α,α′,α′ tetraphenyl‐2,2‐dimethyl‐1,3‐clioxolan‐4,5‐dimethanol, are used to prepare Cu 1 complexes C and D to catalyze (0.05 equiv.) 1,4‐additions of Grignard reagents RMgCl to cyclic enones with enantioselectivities which are comparable to or better than previously reported (enantiomer ratios up to 92:8).