203301-82-0Relevant articles and documents
Diastereoselective synthesis of 4,5′-bis-proline compounds via reductive dimerization of N-acyloxyiminium ions
Zanardi, Franca,Sartori, Andrea,Curti, Claudio,Battistini, Lucia,Rassu, Gloria,Nicastro, Giuseppe,Casiraghi, Giovanni
, p. 1814 - 1817 (2007/10/03)
A short, practical synthesis of novel, unsymmetrical 4,5′-bis-proline compounds has been achieved, highlighted by the application of an unprecedented samarium diiodide-driven regio- and diastereocontrolled reductive dimerization of N-acyloxyiminium ions generated from readily available 2-methoxy-5- silyloxymethyl-N-Boc pyrrolidines. The title proline dimers proved to be pertinent metal-free catalysts in aldol and Mannich reactions.