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1,3‐Diamine‐Derived Bifunctional Organocatalyst Prepared from Camphor
Author(s) -
Ričko Sebastijan,
Svete Jurij,
Štefane Bogdan,
Perdih Andrej,
Golobič Amalija,
Meden Anže,
Grošelj Uroš
Publication year - 2016
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.201600498
Subject(s) - chemistry , squaramide , organocatalysis , diamine , bifunctional , nucleophile , camphor , organic chemistry , michael reaction , enantioselective synthesis , catalysis , combinatorial chemistry
Chiral 1,2‐diamines are privileged structural motifs in organocatalysis, whereas efficient 1,3‐diamine‐derived organocatalysts are very rare. Herein we report a highly efficient camphor‐1,3‐diamine‐derived squaramide organocatalyst. Its catalytic activity in Michael additions of 1,3‐dicarbonyl nucleophiles to trans ‐β‐nitrostyrene derivatives provides excellent enantioselectivities (up to >99% ee ).