Regio- and
stereoselectivity in the concatenated enyne cross
metathesis-metallotropic 1,3 -shift of terminal 1,3-diyne.

Wang, K.-P.; Cho, E.J.; Yun, S.Y.; Rheea, J.Y.; Lee, D.

Regio- and steroselectivity....pdf (797.98 kB)

Regio- and stereoselectivity in the concatenated enyne cross metathesis-metallotropic 1,3 -shift of terminal 1,3-diyne.

journal contribution

posted on 2018-01-09, 00:00 authored by K.-P. Wang, E.J. Cho, S.Y. Yun, J.Y. Rheea, D. Lee

Enyne cross metathesis of terminal 1,3-diynes with various alkenes afforded two products of distinctive connectivity, as the result of a uniform mode of initiation but different modes of termination events with or without metallotropic [1,3]-shift. Steric and electronic factors of the substituents on the 1,3-diynes play an important role in controlling the metallotropic [1,3]-shift of the propagating alkylidene intermediates and their regioselective trapping to the final products. © 2013 Elsevier Ltd. All rights reserved.

Funding

We are grateful to the University of Illinois at Chicago for the financial support.

History

Publisher Statement

Post print version of article may differ from published version. This is an electronic version of an article published in Regio- and stereoselectivity in the concatenated enyne cross metathesis-metallotropic 1,3 -shift of terminal 1,3-diyne. Tetrahedron Volume 69, Issue 43, 28 October 2013, Pages 9105-9110. Tetrahedron is available online at: http://www.informaworld.com/smpp/DOI: 10.1016/j.tet.2013.08.024

Publisher

Elsevier Inc.

issn

0040-4020)

Issue date

2013-08-20

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Keywords

Enyne metathesis Metallotropic shift 1,3-Diyne

Licence

In Copyright