Chemical and Pharmaceutical Bulletin p. 571 - 577 (1995)
Update date:2022-08-05
Topics:
Takemoto
Ohra
Sugiyama
Imanishi
Iwata
An optically active vinylic sulfoxide bearing a leaving group at the γ-position was stereoselectively transformed into a chiral cyclopropane by means of a Michael addition with an allylmagnesinm bromide. The Michael induced ring-closure reaction requires both allylmagnesium bromide as a nucleophile and chloride as a leaving group for high diastereoselectivity. The absolute stereochemistry of the cycloadduct was confirmed by X-ray analysis.
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Doi:10.1016/S0040-4039(01)98890-2
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(1967)Doi:10.1016/0040-4020(95)00559-Q
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(1997)Doi:10.1007/BF00945493
()Doi:10.1021/ja00138a022
(1995)
