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Practical Synthesis of Two Different Pseudoenantiomeric Organocatalysts with cis ‐Cyclohexanediamine Structure from a Common Chiral Source
Author(s) -
Lee HyoJun,
Moteki Shin A.,
Arumugam Natarajan,
Almansour Abdulrahman I.,
Kumar Raju Suresh,
Liu Yan,
Maruoka Keiji
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700229
Subject(s) - chemistry , aldol reaction , enantiomer , maleic anhydride , enantioselective synthesis , organocatalysis , cyclohexene , organic chemistry , domino , combinatorial chemistry , catalysis , copolymer , polymer
An approach has been developed for the practical synthesis of two different, structurally robust, pseudoenantiomeric amino Tf‐amido organocatalysts with a cis ‐1,2‐cyclohexanediamine structure. These pseudoenantiomeric organocatalysts, which are very useful for the practical synthesis of both enantiomeric aldol products, are easily prepared from commercially available cis ‐4‐cyclohexene‐1,2‐dicarboxylic acid in a four‐step sequence. The Diels–Alder strategy of 2‐alkyl‐1,3‐butadiene and maleic anhydride would provide a general approach to the facile synthesis of various pseudoenantiomeric organocatalysts.