Journal of Organic Chemistry p. 3525 - 3532 (1989)
Update date:2022-08-04
Topics:
Molander, Gary A.
Harring, Lori S.
The use of samarium/mercury amalgam in conjunction with diiodomethane or chloroiodomethane to generate samarium carbenoids for the efficient cyclopropanation of allylic alcohols is discussed.These hydroxyl-directed cyclopropanations occur under mild conditions and allow a wide range of substitution about both the olefin and the carbinol carbon in allylic alcohol substrates.High yields and high diastereoselectivities are observed for many substrates.
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