EFFICIENT ASYMMETRIC INDUCTION VIA COORDINATION OF CHIRAL DIAMINE TO TIN(II) ENOLATE: A HIGHLY ENANTIOSELECTIVE SYNTHESIS OF 2-SUBSTITUTED MALATES
- 5 November 1983
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 12 (11) , 1799-1802
- https://doi.org/10.1246/cl.1983.1799
Abstract
In the presence of chiral diamine, (2S)-1-methyl-2-[(N-1-naphthylamino)methyl]pyrrolidine, the tin(II) enolate of 3-acetylthiazolidine-2-thione reacts with various α-ketoesters to afford the corresponding aldol-type products, generally, in greater than 95% enantiomeric excess.Keywords
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