Novel Prolinamide–Camphor‐Containing Organocatalysts for Direct Asymmetric Michael Addition of Unmodified Aldehydes to Nitroalkenes | Zendy

Reddy Raju Jannapu | Zendy; Kuan HsuanHao | Zendy; Chou TsaiYung | Zendy; Chen Kwunmin | Zendy

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Novel Prolinamide–Camphor‐Containing Organocatalysts for Direct Asymmetric Michael Addition of Unmodified Aldehydes to Nitroalkenes

Author(s) -

Reddy Raju Jannapu,

Kuan HsuanHao,

Chou TsaiYung,

Chen Kwunmin

Publication year - 2009

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.200901254

Subject(s) - michael reaction , camphor , enantioselective synthesis , organocatalysis , chemistry , addition reaction , computer science , organic chemistry , catalysis

The asymmetric challenge! New camphor‐based prolinamides were designed, synthesized, and proven to be a highly efficient organocatalysts for asymmetric Michael reactions. Treatment of unmodified aldehydes with nitroalkenes in the presence of 5–10 mol % organocatalysts provided the desired Michael products in high chemical yields (up to 94 %) and high to excellent levels of diastereo‐ and enantioselectivities (up to 99:1 d.r. and>99 % ee ).

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