Stereoselective Synthesis of Both syn- and anti-N-tert-Alkylamines Using Highly Stereospecific Crotylation of Ketone-Derived Acylhydrazones with Crotyltrichlorosilanes

Author:

Ogawa Chikako1,Sugiura Masaharu1,Kobayashi Shū1

Affiliation:

1. Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Reference13 articles.

1. For general reviews on organic synthesis utilizing imines and theirN-substituted derivatives as electrophiles, see:  (a)Comprehensive OrganicSynthesis; Trost, B. M., Fleming, I., Eds.; Pergamon:  Oxford, UK, 1991; Vol. 2, pp 893−1109. (b) Bloch, R.Chem. Rev.1998,98, 1407−1438. (c) Enders, D.; Reinhold, U.Tetrahedron:  Asymmetry1997,8, 1895−1946. (d) For a recent review on Mannich reactions, see:  Arend, M.; Westermann, B.; Risch, N.Angew.Chem.Int. Ed.1998,37, 1044−1070. (e) For a recent review on catalytic enantioselective additions to imines, see:  Kobayashi, S.; Ishitani, H.Chem.Rev.1999,99, 1069−1094.

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