Regioselective hydrostannation of diarylalkynes directed by a labile ortho bromine atom: An easy access to stereodefined triarylolefins, hybrids of combretastatin A-4 and isocombretastatin A-4

被引:27
作者
Rasolofonjatovo, Evelia [1 ]
Provot, Olivier [1 ]
Hamze, Abdallah [1 ]
Bignon, Jerome [2 ]
Thoret, Sylviane [2 ]
Brion, Jean-Daniel [1 ]
Alami, Mouad [1 ]
机构
[1] Univ Paris Sud, CNRS, BioCIS, Chim Therapeut Lab,Fac Pharm,UMR 8076, F-92296 Chatenay Malabry, France
[2] CNRS, Inst Chim Subst Nat, UPR 2301, F-91198 Gif Sur Yvette, France
关键词
Palladium; Alkyne; Ortho-directing effect; Hydrostannation; Olefin; Combretastatin; OXIDE CATALYZED HYDROSILYLATION; ANTINEOPLASTIC AGENTS; STEREOSELECTIVE-SYNTHESIS; ALKYNES; PHOSPHATE; TUBULIN; ANALOGS; CANCER; DRUG; MECHANISMS;
D O I
10.1016/j.ejmech.2010.05.007
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of triarylolefins bearing the combretastatin A-4 and the isocombretastatin A-4 cores were synthesized and evaluated. The cooperative ortho-effect of a labile bromine atom in the regioselective hydrostannation of unsymmetrical diarylalkynes leading to stereodefined triarylolefins is presented. (C) 2010 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:3617 / 3626
页数:10
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