A new biomimetic-like aromatization of the cyclic end groups of terpenoids with stereospecific migration of one of the methyl groups: a convenient route to isorenieratene (.vphi.,.vphi.-carotene) - Université de La Réunion Access content directly
Journal Articles European Journal of Organic Chemistry Year : 2007

A new biomimetic-like aromatization of the cyclic end groups of terpenoids with stereospecific migration of one of the methyl groups: a convenient route to isorenieratene (.vphi.,.vphi.-carotene)

Abstract

The synthesis of isorenieratene, a natural carotenoid isolated from the marine sponge Reniera japonica and from some anoxygenic phototrophic bacteria or nonphotosynthetic actinomycetes, was performed from α-, β- and retro-ionones. In this series of cyclohexenes, this synthesis is the first to include a one-pot aromatization of the cyclic end group with concomitant regioselective migration of one Me group from the gem di-Me functionality. [on SciFinder(R)]

Dates and versions

hal-01188167 , version 1 (28-08-2015)

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Alain Valla, Zo Andriamialisoa, Benoist Valla, Roger Labia, Regis Le Guillou, et al.. A new biomimetic-like aromatization of the cyclic end groups of terpenoids with stereospecific migration of one of the methyl groups: a convenient route to isorenieratene (.vphi.,.vphi.-carotene). European Journal of Organic Chemistry, 2007, 2007 (4), pp.711--715. ⟨10.1002/ejoc.200600794⟩. ⟨hal-01188167⟩
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