β-Silyl Diorganozinc Compounds-A New Class of Useful Zinc Reagents

β-Silyl Diorganozinc Compounds-A New Class of Useful Zinc Reagents

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 R2Zn (NMP = N‐methylpyrrolidone, TMSM = Me3SiCH2, R = alkyl, aryl). With these new reagents, which hav...

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Veröffentlicht in:Angewandte Chemie International Edition 1997-08, Vol.36 (13-14), p.1496-1498
Hauptverfasser: Berger, Stefan, Langer, Falk, Lutz, Christian, Knochel, Paul, Mobley, T. Andrew, Reddy, C. Kishan
Format: Artikel
Sprache:eng
Schlagworte:
additions
asymmetric synthesis
NMR spectroscopy
zinc
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Zusammenfassung: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 R2Zn (NMP = N‐methylpyrrolidone, TMSM = Me3SiCH2, 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.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.199714961