Asymmetric Synthesis of 4‐Amino‐4 H ‐Chromenes by Organocatalytic Oxa‐Michael/Aza‐Baylis–Hillman Tandem Reactions | Zendy

Alemán José | Zendy; Núñez Alberto | Zendy; Marzo Leyre | Zendy; Marcos Vanesa | Zendy; Alvarado Cuauhtémoc | Zendy; García Ruano José Luis | Zendy

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Asymmetric Synthesis of 4‐Amino‐4 H ‐Chromenes by Organocatalytic Oxa‐Michael/Aza‐Baylis–Hillman Tandem Reactions

Author(s) -

Alemán José,

Núñez Alberto,

Marzo Leyre,

Marcos Vanesa,

Alvarado Cuauhtémoc,

García Ruano José Luis

Publication year - 2010

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.201001293

Subject(s) - tandem , chemistry , michael reaction , organocatalysis , baylis–hillman reaction , cascade reaction , stereochemistry , organic chemistry , combinatorial chemistry , enantioselective synthesis , catalysis , materials science , composite material

Quick off the mark! In this work we present the first highly enatioselective oxa‐Michael/aza‐Baylis–Hillman tandem reaction between 2‐alkynals and salicyl N ‐tosylimine leading to optically active 4‐amino‐4 H ‐chromenes (see scheme). This reaction takes place in less than 2 h with high yields and excellent enantioselectivities.

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