Stereoselective synthesis of highly substituted cyclohexanes by a rhodium-carbene initiated domino sequence.

Stereoselective synthesis of highly substituted cyclohexanes by a rhodium-carbene initiated domino sequence.
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通过铑卡宾引发的多米诺反应序列立体选择性合成高度取代的环己烷。

DOI:
10.1021/ol503508k
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发表时间:
2015-02
期刊:
影响因子:
5.2
通讯作者:
Brendan T. Parr;H. Davies
Brendan T. Parr;H. Davies
中科院分区:
化学1区
文献类型:
--
作者:
Brendan T. Parr;H. Davies

文献摘要

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A stereoselective synthesis of cyclohexanes bearing four stereocenters from vinyldiazoacetates and allyl alcohols by a rhodium-carbene initiated domino reaction is described. The reaction cascade features a tandem ylide formation/[2,3]-sigmatropic rearrangement, oxy-Cope rearrangement, and type II carbonyl ene reaction, all of which proceed with a high degree of stereocontrol. The products are routinely isolated with excellent stereocontrol (>97:3 dr, 99% ee).