Conjugate addition of 1-(phenylthio)-1-(trimethylsilyl)-2-propene to unsaturated ketones

KS Kyler, MA Netzel, S Arseniyadis…

Index: Kyler, Keith S.; Netzel, Michael A.; Arseniyadis, Simeon; Watt, David S. Journal of Organic Chemistry, 1983 , vol. 48, # 3 p. 383 - 385

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Citation Number: 8

Abstract

7, R'= CH, CH= C (SR) Si (CH,), gioselectivity to give adducts 2 rather than adducts 3 (Scheme I). Exceptions to this generalization include the reactions of (alky1thio) allylcopper reagents with allylic halides, 38pb (ary1thio) allyllithium reagents with ketones in the presence of N, N, N', N'-tetramethylethylenediamine, hexamethylphosphoramide, or 1, 4- diazabicyc10 [2.2. 2] 0~-tane,'* and the doubly metalated derivative of 2-propenethiol with ...