Asymmetric Michael Addition of  N ‐Boc‐Protected Oxindoles to Nitroalkenes Catalyzed by a Chiral Secondary Amine | Zendy

Wang Chuan | Zendy; Yang Xuena | Zendy; Enders Dieter | Zendy

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Asymmetric Michael Addition of N ‐Boc‐Protected Oxindoles to Nitroalkenes Catalyzed by a Chiral Secondary Amine

Author(s) -

Wang Chuan,

Yang Xuena,

Enders Dieter

Publication year - 2012

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.201200079

Subject(s) - amine gas treating , michael reaction , chemistry , base (topology) , catalysis , organocatalysis , organic chemistry , combinatorial chemistry , computer science , enantioselective synthesis , mathematics , mathematical analysis

New mission for prolinol ethers : A secondary‐amine‐catalyzed Michael addition of N ‐Boc‐protected oxindoles to nitroalkenes through a Brønsted base activation mode has been developed, furnishing the products in excellent yields (88–98 %), diastereoselectivities (d.r.=98:2–>99:1) and high to excellent enantioselectivities (82–>99 % ee ; see scheme).

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