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Synlett 1996; 1996(11): 1106-1108
DOI: 10.1055/s-1996-5694
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Facile Synthesis of Optically Active Trifluoromethylated Compounds: Asymmetric Diels-Alder Reaction of Trifluoromethylated α,β-Unsaturated Sulfonamide under High-Pressure Conditions

Hiroyasu Tsuge, Tomoyuki Nagai, Takashi Okano, Shoji Eguchi* , Hiroshi Kimoto
  • *Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-01, Japan, Fax 81-52-789-3199, E-mail eguchi@apchem.nagoya-u.ac.jp
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Publication Date:
31 December 2000 (online)

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The asymmetric Diels-Alder reaction of α,β-unsaturated sulfonamide, bearing a C 2 -symmetric pyrrolidine chiral auxiliary, with some selected dienes under high-pressure conditions was found to give the adducts with high regio- and diastereoselectivities.

optically active trifluoromethylated compounds - trifluoromethylated α,β-unsaturated sulfonamide - Diels-Alder reaction

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