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Diastereo‐ and Enantioselective Synthesis of C 2 ‐Symmetric, Protected 1, n ‐Diamines from Dialdehydes
Author(s) -
Enders Dieter,
Meiers Michaela
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199622611
Subject(s) - enantioselective synthesis , nucleophile , chemistry , stereoselectivity , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
The nucleophilic 1,2‐addition of organocerium compounds to SAMP‐hydrazones of dialdehydes 1 is the key step for the stereoselective synthesis of N‐propionyl‐protected, C 2 ‐symmetric diamines 2 . Because the nucleophiles and dialdehydes can be varied, this method offers a flexible, highly diastereo‐ and enantioselective synthetic pathway to this important class of compounds.