α,ω-Functionalized 2,4-Dimethylpentane Dyads and 2,4,6-Trimethylheptane Triads through Asymmetric Hydrogenation

Authors


  • We thank the late Dr. V. Banphavichit for preparing the catalyst and Y. Zhu for performing some GC analyses. The National Science Foundation (CHE-0456449) and The Robert A. Welch Foundation are acknowledged for financial support.

Abstract

original image

A match made in heaven: All the possible stereoisomers of α,ω-functionalized 2,4-dimethylpentane dyad and 2,4,6-trimethylheptane triad chirons (see picture; A and B, respectively; FG=functional group, PG=protecting group) can be reached by using a combination of a chiral catalyst and substrate effects in the hydrogenation of mainly nonfunctionalized alkenes. Excellent diastereo- and enantioselectivities were achieved.

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