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Synthesis 2004(15): 2523-2526
DOI: 10.1055/s-2004-831187
DOI: 10.1055/s-2004-831187
PAPER
© Georg Thieme Verlag Stuttgart · New York
Bi(OTf)3 as Novel and Efficient Catalyst for the Stereoselective Synthesis of C-Pseudoglycals
Further Information
Received
26 April 2004
Publication Date:
19 August 2004 (online)
Publication History
Publication Date:
19 August 2004 (online)
Abstract
d-Glycals undergo smoothly allylic rearrangement with allyltrimethylsilane and trimethylsilyl cyanide in the presence of catalytic amount of bismuth triflate to afford the corresponding 2,3-unsaturated allyl glycosides and glycosyl cyanides in excellent yields with high α-selectivity.
Key words
bismuth reagents - glycals - pseudoglycals - C-glycosides
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