Journal
TETRAHEDRON LETTERS
Volume 45, Issue 11, Pages 2323-2326Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.01.087
Keywords
medium-sized lactams; Staudinger reaction; aza-Wittig reaction; gamma-secretase inhibitor; structure-activity relationship
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A highly efficient method for the synthesis of medium-sized lactams based on intramolecular Staudinger-aza-Wittig reaction of omega-azido pentafluorophenyl ester has been developed. A variety of 7-10 membered lactams were synthesized in excellent yields. Application of the method to the synthesis of analogues of a potent gamma-secretase inhibitor LY411575 and their biological evaluation are also described. (C) 2004 Elsevier Ltd. All rights reserved.
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