140420-99-1Relevant articles and documents
Asymmetric cyclopropanation by reaction of a γ-chloromethylated chiral vinylic sulfoxide with allylmagnesium bromide
Takemoto,Ohra,Sugiyama,Imanishi,Iwata
, p. 571 - 577 (2007/10/02)
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.