Journal
ORGANIC LETTERS
Volume 8, Issue 9, Pages 1795-1798Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol060314c
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A general protocol for the enantioselective catalytic 1,3-dipolar cycloaddition of azomethine ylides with aryl vinyl sultones is described. Nearly complete exo selectivity and enantioselectivities up to 85% ee are attained with Cu(CH3CN)(4)ClO4/Taniaphos as the catalyst system. The resulting enantioenriched 3-sulfonyl cycloadducts are versatile intermediates in the synthesis of 2,5-disubstituted pyrrolidines.
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