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A new type of amino amide organocatalyzed enantioselective crossed aldol reaction of ketones with aromatic aldehydes

Author:
Owolabi, Isiaka A., Subba Reddy, U.V., Chennapuram, Madhu, Seki, Chigusa, Okuyama, Yuko, Kwon, Eunsang, Uwai, Koji, Tokiwa, Michio, Takeshita, Mitsuhiro, Nakano, Hiroto
Source:
Tetrahedron 2018
ISSN:
0040-4020
Subject:
aldehydes, amino acids, catalytic activity, chemical reactions, chemical structure, diastereoselectivity, enantioselectivity, ketones
Abstract:
A new type of amino amide organocatalysts was designed and synthesized from commercially available amino acids in easy steps. Their catalytic activities were examined in enantioselective crossed aldol reaction of various acyclic and cyclic ketones with aromatic aldehydes to afford the corresponding chiral anti-aldol adducts with good to excellent chemical yields, diastereoselectivities and enantioselectivities (up to 99%, up to syn:anti = 1:99, up to 97% ee).
Agid:
6097629