Synthesis of novel all-cis-functionalized cyclopropane template-assembled collagen models

…, M Suzuri, M Doi, T Nakazawa, Y Kobayashi

Index: Yamazaki; Sakamoto; Suzuri; Doi; Nakazawa; Kobayashi Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 16 p. 1870 - 1875

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Citation Number: 9

Abstract

An all-cis-functionalized cyclopropane template to connect the three peptide chains in a collagen model is designed. Stereoselective synthesis of cyclopropane-assembled collagen- model 2b with the minimum unit of Gly-Pro-Pro is based on a novel 1-seleno-2-silylethene [2+ 1] cycloaddition strategy. Reaction of the 1-seleno-2-silylethene 4 with triester- substituted olefin 5 in the presence of ZnI 2 gives [2+ 1] cycloadduct 6 stereoselectively. ...