A stereoselective total synthesis of (+)-α-herbertenol

Srikrishna, A. ; Chandrasekhar Babu, N. ; Srinivasa Rao, M. (2004) A stereoselective total synthesis of (+)-α-herbertenol Tetrahedron, 60 (9). pp. 2125-2130. ISSN 0040-4020

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

Related URL: http://dx.doi.org/10.1016/j.tet.2003.12.055


A stereoselective total synthesis of (+)-α-herbertenol starting from the allyl alcohol 12, readily available in three steps from the monoterpene (R)-limonene, is described. Claisen rearrangement of the aryl allyl ether 10 and concomitant cyclisation furnished a 5:3 mixture of the tricyclic compounds 13 and 14. Degradation of the isopropenyl group followed by cleavage of the central ring and functional group manipulation transformed 13 into (+)-α-herbertenol (1b).

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Herbertenediol; Mastigophorenes; Cyclopentane
ID Code:48735
Deposited On:15 Jul 2011 11:45
Last Modified:15 Jul 2011 11:45

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