Catalytic asymmetric aza-Michael-Michael addition cascade: enantioselective synthesis of polysubstituted 4-aminobenzopyrans.

Catalytic asymmetric aza-Michael-Michael addition cascade: enantioselective synthesis of polysubstituted 4-aminobenzopyrans.
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DOI:
10.1021/ol1031188
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发表时间:
2011-01
期刊:
影响因子:
5.2
通讯作者:
Xu-Fan Wang;J. An;Xiao-xiao Zhang;Fen Tan;Jia‐Rong Chen;W. Xiao
Xu-Fan Wang;J. An;Xiao-xiao Zhang;Fen Tan;Jia‐Rong Chen;W. Xiao
中科院分区:
化学1区
文献类型:
--
作者:
Xu-Fan Wang;J. An;Xiao-xiao Zhang;Fen Tan;Jia‐Rong Chen;W. Xiao

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在手性双功能硫脲催化剂的存在下,揭示了苯胺催化不对称aza-Michael-Michael加成级联制硝基烯烃酯。该反应提供了一种温和而高效的方法,可获得具有三个连续立体中心的多取代手性4-氨基苯并吡喃,收率高,立体选择性好。
A catalytic asymmetric aza-Michael-Michael addition cascade of anilines to nitroolefin enoates in the presence of chiral bifunctional thiourea catalysts has been disclosed. This reaction provides a mild and efficient approach to polysubstituted chiral 4-aminobenzopyrans bearing three consecutive stereocenters in high yields with excellent stereoselectivities.