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Stereoselective Synthesis of β‐Proline Derivatives from Allylamines via Domino Hydroformylation/Wittig Olefination and Aza‐Michael Addition
Author(s) -
Farwick Andreas,
Helmchen Günter
Publication year - 2010
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.201000016
Subject(s) - wittig reaction , chemistry , hydroformylation , michael reaction , domino , stereoselectivity , organic chemistry , proline , catalysis , rhodium , amino acid , biochemistry
Abstract Under appropriate reaction conditions, a domino hydroformylation/Wittig olefination can be accomplished with derivatives of allylamines and stabilized Wittig ylides. A further highly diastereoselective aza‐Michael reaction yields β‐proline derivatives. These are, for example, useful as building blocks for alkaloid syntheses.