Reactions of trimethylsilyl-derived iodohydrins with electron-rich π-systems

E Ishai, S Shamai, BA Feit

Index: Ishai, Eti; Shamai, Sarit; Feit, Ben-Ami Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 3 p. 434 - 438

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Abstract

Reactions of trimethylsilyl-derived iodohydrins of the type R1R2CH–CH (I) OTMS, with electron-rich olefins, and the effects of certain factors on these reactions, were studied. The trimethylsilyl-derived iodohydrins were obtained in situ by reacting R1R2CH–CHO (R1= R2= H; R1= H, R2= alkyl, phenyl) with TMSI. The corresponding trimethylsilyl enol ether derivatives (R1R2CCH–OTMS), and 1, 1-diarylethylenes were the olefins used. ...