Stereoselective Synthesis  of Highly Functionalized Nitrocyclopropanes through the Organocatalyic Michael‐Addition‐Initiated  Cyclization  of Bromonitromethane and β,γ‐Unsaturated α‐Ketoesters | Zendy

Yu Haijian | Zendy; Wang Qiaohui | Zendy; Wang Youming | Zendy; Song Haibing | Zendy; Zhou Zhenghong | Zendy; Tang Chuchi | Zendy

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Stereoselective Synthesis of Highly Functionalized Nitrocyclopropanes through the Organocatalyic Michael‐Addition‐Initiated Cyclization of Bromonitromethane and β,γ‐Unsaturated α‐Ketoesters

Author(s) -

Yu Haijian,

Wang Qiaohui,

Wang Youming,

Song Haibing,

Zhou Zhenghong,

Tang Chuchi

Publication year - 2013

Publication title -

chemistry – an asian journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.18

H-Index - 106

eISSN - 1861-471X

pISSN - 1861-4728

DOI - 10.1002/asia.201300778

Subject(s) - michael reaction , enantioselective synthesis , cyclopropanation , domino , intramolecular force , stereoselectivity , alkylation , chemistry , addition reaction , organic chemistry , catalysis

A highly diastereo‐ and enantioselective cyclopropanation of β,γ‐unsaturated α‐ketoesters with bromonitromethane has been successfully developed through a domino Michael‐addition/intramolecular‐alkylation strategy. Acceptable yields (up to 89 %) and enantioselectivities (up to 96 % ee ) have been obtained.

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