Steric diversion-I : Addition of halogens and pseudo-halogens to isolongifolene

Yadav, J. S. ; Chawla, H. P. S. ; Dev, Sukh ; Prakasa Rao, A. S. C. ; Nayak, U. R. (1977) Steric diversion-I : Addition of halogens and pseudo-halogens to isolongifolene Tetrahedron, 33 (18). pp. 2441-2446. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/0...

Related URL: http://dx.doi.org/10.1016/0040-4020(77)80261-5

Abstract

Addition of halogens (Cl2, Br2) and pseudo-halogens (ICl, halogen azides, NOCl) to solongifolene does not yield any "normal" addition products due to severe steric hindrance to the approach of counter ion at C-7. Initially formed halogenonium ions undergo elimination or rearrangement to give "abnormal" products. The term Steric Diversion is suggested to describe this switch over from the "normal" route.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:59659
Deposited On:07 Sep 2011 05:22
Last Modified:11 Jul 2012 18:23

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