Synlett 1993; 1993(9): 657-659
DOI: 10.1055/s-1993-22561
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[4+2]Type Cycloaddition of Aldimines Bearing α-Hydrogens with 2-Siloxy-1, 3-butadienes Catalyzed by Trimethylsilyl Triflate

Kin-ya Akiba* , Toshihiro Motoshima, Kaori Ishimaru, Katunori Yabuta, Hiroshi Hirota, Yohsuke Yamamoto
  • *Department of Chemistry, Faculty of Science, Hiroshima University, 1-3-1 Kagamiyama, Higashi-Hiroshima 724, Japan
Further Information

Publication History

Publication Date:
19 March 2002 (online)

[4+2]Type cycloaddition of unactivated imines bearing α-hydrogens with 2-siloxy-1,3-butadienes has been performed efficiently by using trimethylsilyl triflate as a catalyst. The relative stereochemistry in the major diastereomers of the cycloaddducts has been assigned to be trans between C(2) and C(6) substituents.