Diastereodivergent synthesis of chiral vic-disubstituted-cyclobutane scaffolds: 1,3-amino alcohol and 1,3-diamine derivatives - Preliminary use in organocatalysis

Abstract

The synthesis of chiral cyclobutane containing 1,3-amino alcohols and 1,3-diamines has been accomplished in an efficient and diastereodivergent manner from a common chiral precursor. Regioselective manipulation of functional groups in the prepared products provides an easy entry to several derivatives, such as thioureas. Preliminary results on the use of these compounds as bifunctional organocatalysts are reported. Chiral cyclobutane containing 1,3-amino alcohols and 1,3-diamines have been synthesized from a common chiral precursor. Regioselective transformations of these precursors led to bifunctional thioureas which have been tested as organocatalysts in preliminary experiments Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.