Open AccessDirect Catalytic Asymmetric Synthesis of Pyrazolidine Derivatives
Author(s) -
Deiana Luca,
Zhao GuiLing,
Leijonmarck Hans,
Sun Junliang,
Lehmann Christian W.,
Córdova Armando
Publication year - 2012
Publication title -
chemistryopen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.644
H-Index - 29
ISSN - 2191-1363
DOI - 10.1002/open.201200015
Subject(s) - enantioselective synthesis , chemistry , pyrazoline , combinatorial chemistry , nitrile , catalysis , cycloaddition , michael reaction , organic chemistry
Simple yet effective: A highly enantioselective, metal‐free cascade reaction between di‐1,2‐ N ‐protected hydrazine and α,β‐unsaturated aldehydes is disclosed. The catalytic, asymmetric cascade transformation is a direct entry to 3‐hydroxypyrazolidine and 3‐allylpyrazolidine derivatives in one step and two steps, respectively, with >19:1 d.r. and 98–99 % ee using simple chiral pyrrolidines as catalysts.