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Direct‐Type Aldol Reactions of Fluorenylidene‐Protected/Activated Glycine Esters with Aldehydes for the Synthesis of β‐Hydroxy‐α‐amino Acid Derivatives
Author(s) -
Rahmani Raphaël,
Matsumoto Masatoshi,
Yamashita Yasuhiro,
Kobayashi Shū
Publication year - 2012
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201200081
Subject(s) - aldol reaction , moiety , glycine , yield (engineering) , chemistry , organic chemistry , amino acid , combinatorial chemistry , catalysis , biochemistry , materials science , metallurgy
Two birds with one stone : Magnesium‐base‐catalyzed highly diastereoselective direct‐type aldol reaction of glycine Schiff base bearing a fluorenylidene moiety as a protecting and activating group was developed. The desired reactions proceeded smoothly at low temperature, and the aldol products were obtained in high yield with high diastereoselectivity.