Direct Diastereo- and Enantioselective Vinylogous Michael Additions of Linear Enones
Direct Diastereo- and Enantioselective Vinylogous Michael Additions of Linear Enones
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DOI：
10.1021/acs.orglett.6b01050
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发表时间：
2016-06-03
期刊：
影响因子：
5.2
通讯作者：
Brenner-Moyer, Stacey E.
中科院分区：
文献类型：
--
作者：
Guo, Qunsheng;Fraboni, Americo J.;Brenner-Moyer, Stacey E.
已经开发出使用线性插烯迈克尔供体的直接插烯迈克尔加成。值得注意的是，即使是γ-取代的迈克尔供体，通过该方法也能以高收率和ee 干净地提供γ-烷基化产物。此外，对照实验表明，对于这些相关的线性插烯迈克尔供体，迈克尔受体的大小强烈影响是否发生α-或γ-烷基化，而不是如之前所建议的简单地阻断助催化剂的作用。
A direct vinylogous Michael addition using linear vinylogous Michael donors has been developed. Notably, even gamma-substituted Michael donors Cleanly afforded gamma-alkylated, products in high yield and ee by this method. Moreover, control experiments revealed that, for these And related linear vinylogous Michael donors, the size of the Michael acceptor strongly influences whether alpha- or gamma-alkylation occurs, not simply blocking effects of cocatalysts as suggested previously.