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β‐Silyl Diorganozinc Compounds—A New Class of Useful Zinc Reagents
Author(s) -
Berger Stefan,
Langer Falk,
Lutz Christian,
Knochel Paul,
Mobley T. Andrew,
Reddy C. Kishan
Publication year - 1997
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.199714961
Subject(s) - reagent , alkyl , aryl , chemistry , zinc , silylation , ligand (biochemistry) , enantioselective synthesis , group (periodic table) , organic chemistry , medicinal chemistry , combinatorial chemistry , catalysis , biochemistry , receptor
Better synthetic efficiency is achieved in 1,4‐additions in NMP:THF mixtures and in enantioselective additions to aldehydes (see below) when the diorganozinc compounds R(TMSM)Zn are used instead of R 2 Zn (NMP = N ‐methylpyrrolidone, TMSM = Me 3 SiCH 2 , R = alkyl, aryl). With these new reagents, which have been characterized by NMR spectroscopy, no group R is “wasted”. The TMSM group behaves as a nontransferable ligand.