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Synlett 2000; 2000(7): 0989-0990
DOI: 10.1055/s-2000-6678
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Stereoselective Nucleophilic Substitution Reactions of 2-Methoxy- and 2,3-Diacyloxypiperidines Catalyzed by Scandium Triflate

Osamu Okitsu* , Ritsu Suzuki, Shū Kobayashi
  • *Graduate School of Pharmaceutical Sciences, The University of Tokyo, CREST, Japan Science and Technology Corporation (JST), Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
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Publication Date:
31 December 2000 (online)

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In the presence of a catalytic amount of Sc(OTf)3, nucleophilic substitution reactions of 2-methoxy- and 2,3-diacyloxypiperidines with silyl enolates proceeded smoothly to afford the corresponding trans-adducts in high yields with good to high selectivities.

substitution reaction - piperidine - aza sugar - Sandium triflate - stereoselective