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)]
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European Journal of Organic Chemistry, Wiley-VCH Verlag, 2007, 2007 (4), pp.711--715. 〈10.1002/ejoc.200600794〉
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http://hal.univ-reunion.fr/hal-01188167
Contributeur : Claire Tessier <>
Soumis le : vendredi 28 août 2015 - 15:09:20
Dernière modification le : mercredi 7 février 2018 - 08:48:02

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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, Wiley-VCH Verlag, 2007, 2007 (4), pp.711--715. 〈10.1002/ejoc.200600794〉. 〈hal-01188167〉

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