Terpenoids-XCVII: base catalysed reactions with n-lithioethylene-diamine

Joshi, B. N. ; Chakravarti, K. K. ; Bhattacharyya, S. C. (1967) Terpenoids-XCVII: base catalysed reactions with n-lithioethylene-diamine Tetrahedron, 23 (3). pp. 1251-1257. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/004040...

Related URL: http://dx.doi.org/10.1016/0040-4020(67)85075-0

Abstract

Reaction of N-lithioethylenediamine on the 11-membered monocyclic sesquiterpenoids zerumbone (I) and zerumbol (II) has been studied. Zerumbone undergoes polymerization in the presence of the reagent whereas zerumbol via transannular cyclization-oxidation is converted to the bicyclic ketone, 2-keto-Δ 5;6,4;11-bicyclo (6:3:0) undecane (VII). Its structure has been rigorously established by chemical degradation and spectral studies.

Item Type:Article
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ID Code:3371
Deposited On:11 Oct 2010 08:58
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