Synthesis

Enantioselective synthesis of substituted 3-quinolyl alkanols and their application to asymmetric autocatalysis

I Sato, T Nakao, R Sugie, T Kawasaki, K Soai

Index: Sato, Itaru; Nakao, Tomohiko; Sugie, Rie; Kawasaki, Tsuneomi; Soai, Kenso Synthesis, 2004 , # 9 p. 1419 - 1428

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Citation Number: 10

Abstract

Here we report enantioselective syntheses of 2-, 5-, 6-, 7- and 8-substituted 3-quinolyl alkanols and their asymmetric autocatalytic reactions in the enantioselective addition of diisopropylzinc to the corresponding substituted quinoline-3-carbaldehydes (Scheme [1] ). Highly enantiomerically enriched 3-quinolyl alkanols with up to 97% ee were obtained by asymmetric autocatalysis. ... Scheme 1 Asymmetric autocatalysis of 5-, 6-, 7-, 8-substituted 3-quinolyl alkanol.