Absence of the Thorpe-Ingold effect by gem-diphenyl groups in ring-closing enyne metathesis

TETRAHEDRON LETTERS

卷:48

Article

Kim, Yi Jin²  Grimm, Jonathan B.²  Lee, Daesung¹ 

[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA

[2] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

关键词: thorpe;    ingold effect;    cyclization;    enyne metathesis;    ring-closing metathesis;    silicon;   

DOI  :  10.1016/j.tetlet.2007.09.063

来源: Elsevier

【 摘 要 】

In tandem ring-closing metathesis of alkynyl silaketals containing two different tethered olefins, the gem-dimethyl group showed the expected Thorpe-Ingold effect, thereby giving good level of group selectivity. Unexpectedly, however, the corresponding gem-diphenyl group did not show any Thorpe-Ingold effect for the ring-closure reaction. (c) 2007 Elsevier Ltd. All rights reserved.

【 授权许可】

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