Pyrrole derivativesR 0120 DOI: 10.1002/chin.201122100

Chiral Oxazolidinones as Electrophiles: Intramolecular Cyclization Reactions with Carbanions and Preparation of Functionalized Lactams. — Deprotonation of oxazolidinones bearing sulfone, sulfoxide, or phosphonate side chains is followed by intramolecular cyclization providing chiral lactams via a bicyclic intermediate. Products (IV) and (VII) are further converted into the corresponding α,β-unsaturated derivatives. Phosphonolactams such as (Xa) are useful substrates for Horner—Wadsworth—Emmons reactions. — (GIBSON, S.; JACOBS, H. K.; GOPALAN*, A. S.; Tetrahedron Lett. 52 (2011) 8, 887-890, http://dx.doi.org/10.1016/j.tetlet.2010.12.062 ; Dep. Chem. Biochem., N. Mex. State Univ., Las Cruces, NM 88003, USA; Eng.) — Mais

22- 100

ChemInform 2011, 42, issue 01 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim