Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 20, Pages 8242-8244Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0512251
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Aldimines, generated in situ by the reaction of primary amines or anilines with aldehydes, undergo smooth reaction with various 1,1-cyclopropanediesters in the presence of catalytic Yb(OTf)(3). The products are pyrrolidines in which the major diastereomer bears a cis relationship between substituents at the 2- and 5-positions. In most cases the diastereoselectivity is greater than 10:1.
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