期刊
TETRAHEDRON LETTERS
卷 51, 期 1, 页码 60-63出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.10.087
关键词
beta-Aminophosphonic Acids; Vinylphosphonates; 1,3-Dipolar cycloaddition; Cross-metathesis; Pyrrolidines
Synthesis of alpha- and beta-(aminomethyl)vinylphosphonates was achieved from vinyl bromide via a cross-coupling reaction with triethyl phosphite and by cross-metathesis of allyl bromide and vinylphosphonate, respectively. The 1,3-dipolar cycloaddition of these vinylphosphonates with a dipole in the presence of trifluoroacetic acid afforded selectively the beta-aminopyrrolidinephosphonates. Syntheses of cis- and trans-gamma-aminopyrrolidinephosphonates are also described. (C) 2009 Elsevier Ltd. All rights reserved.
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