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Multifunctional “Click” Prolinamides: A New Platform for Asymmetric Aldol Reactions in the Presence of Water with Catalyst Recycling
Author(s) -
Paladhi Sushovan,
Das Joydeb,
Mishra Pratyush Kumar,
Dash Jyotirmayee
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201200856
Subject(s) - aldol reaction , chemistry , catalysis , organocatalysis , click chemistry , enantioselective synthesis , organic chemistry , combinatorial chemistry
“Click” chemistry is combined with organocatalysis to fabricate a multifunctional C 3 ‐symmetrical dendritic prolinamide with a hydrophobic aromatic core and hydrophilic triazolinium arms that exhibit high efficiency in catalyzing the asymmetric aldol reaction with cyclic ketones. The catalyst is water‐compatible and remains active for five consecutive catalytic runs with a low catalyst loading (2 mol%), yielding the aldol products in high yields, diastereo‐ and enantioselectivities.