Silyl-substituted thioimidates as nitrile ylide equivalents

…, JR Gasdaska, G Hoffmanns, H Rebello

Index: Padwa, Albert; Gasdaska, John R.; Haffmanns, Gunter; Rebello, Hector Journal of Organic Chemistry, 1987 , vol. 52, # 6 p. 1027 - 1035

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Citation Number: 30

Abstract

Treatment of silyl-substituted thioimidates with silver fluoride in the presence of a trapping agent produces dipolar cycloadducts formally derived from nitrile ylides. The ratio of cycloadducts obtained from the reaction of unsymmetrically substituted dipolarophiles with phenyl silyl thioimidate 8 wa8 found to be significantly different from that obtained from the photolysis of phenylazirine. We propose that the different product ratios encountered with ...

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