Studies in sesquiterpenes- LV: Isolongifolene(Part 6): Mechanism of rearrangement of longifolene to isolongifolene-I

Yadav, J. S. ; Nayak, U. R. ; Dev, Sukh (1980) Studies in sesquiterpenes- LV: Isolongifolene(Part 6): Mechanism of rearrangement of longifolene to isolongifolene-I Tetrahedron, 36 (2). pp. 309-315. 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(80)80020-2

Abstract

The gross mechanism of rearrangement of longifolene to isolongifolene has been elucidated by using site-specifically labelled longifolene-4, 4, 5, 5-d4 and shown to follow the pathway proposed by Berson et al., which involves an exo, exo Me shift, in preference to the endo, endo Me migration route proposed earlier. An efficient synthesis of longifolene-4, 4, 5, 5-d4, the key compound in the present investigation, is described.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:59615
Deposited On:07 Sep 2011 05:22
Last Modified:11 Jul 2012 18:25

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