The Journal of Organic Chemistry

Selenium stabilized carbanions. Acidity of allyl and vinyl sulfides and selenides

HJ Reich, WW Willis Jr

Index: Reich, Hans J.; Willis, William W. Journal of Organic Chemistry, 1980 , vol. 45, # 25 p. 5227 - 5229

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Citation Number: 15

Abstract

CH=CHN, J = 10 I&), 6.70 (br t, 1, NHCHz, J = 5 Hz, D20 exchanged), 7.20-7.60 (m, 9, aryl), 7.80-8.20 (m, 6, aryl). Compound 15b was also obtained as a foam: mp 77-82 OC;12 [aIaD -71.5' (c 0.1, CHC1,); NMR (acetone-d6) 6 3.10 (br s, 1, OH, D20 exchanged), 3.30 (m, 2, NHCH,CHOH), 4.28 (m, 1, NHCH,CHOH), 4.80 (m, 3, H-4', H-5', H-Ya), 5.00 (dd, 1, CHOHCH=CHN, J = 10, J'= 2 Hz), 5.90 (m, 2, H-2', H-39, 6.20 (d, 1, H-1', J = 6 Hz), 6.30 ...