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Elsevier, Tetrahedron, 1(66), p. 172-175

DOI: 10.1016/j.tet.2009.11.003

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Bis-Lewis acids-catalyzed highly diastereoselective one-pot reductive dehydroxylation of chiral N,O-acetals

Journal article published in 2010 by Lj J. Jiang, 黄培强, 叶剑良, Bo Teng, Jf F. Zheng, Jl L. Ye, Pq Q. Huang ORCID
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

A one-pot and highly diastereoselective method for the reductive dehydroxylation of three classes of heterocyclic N,O-acetals with general structure 4 is reported. The method features a 'two in one' concept, namely, by synergetic action of two complementary Lewis acids (BF.OEt2 and TiCl4), the bicyclic or tricyclic oxazololactams 5 were formed in situ and reductively cleaved to give the corresponding lactams 6 in a high-yielding and highly diastereoselective manner. (C) 2009 Elsevier Ltd. All rights reserved. ; NSFC [20832005, 20602028]; Innovative Research Team in Science & Technology (University) in Fujian Province