Diastereoselective Synthesis of Complex cis-Hexahydroindanes by Reductive Alkylation

作者:Kaplan Hilan Z; Rendina Victor L; King**ury Jason S*
来源:Journal of Organic Chemistry, 2013, 78(9): 4620-4626.
DOI:10.1021/jo400670y

摘要

An efficient and operationally simple approach to complex cis- hexahydroindanes is reported. Upon Birch reduction of unprotected, C4-alkylated tetrahydroindanols and electrophilic trapping of the tetrasubstituted enolate, cis-fused products are formed with a new streogenic quaternary carbon. The reaction is convergent, completely diastereoselective, and shows a broad scope with regard to the electrophile.

  • 出版日期2013-5-3

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