Total synthesis of (.+-.)-.ALPHA.-chamigrene and brominated chamigrene.
نویسندگان
چکیده
منابع مشابه
A Unified Approach for the Enantioselective Synthesis of the Brominated Chamigrene Sesquiterpenes.
The brominated chamigrene sesquiterpenes constitute a large subclass of bromocyclohexane-containing natural products, yet no general enantioselective strategy for the synthesis of these small molecules exists. Herein we report a general strategy for accessing this family of secondary metabolites, including the enantioselective synthesis of (-)-α- and (-)-ent-β-bromochamigrene, (-)-dactylone, an...
متن کاملSynthesis of racemic β-chamigrene, a spiro[5.5]undecane sequiterpene.
The present paper describes a total synthesis of racemic β-chamigrene, a sesquiterpene with a spiro[5.5]undecane carbon framework. Compared with previously reported β-chamigrene syntheses, we were able to reduce the total number of reaction steps, which also resulted in a significant improvement of the overall yield. The commercially available ketone 6-methylhept-5-en-2-one was transformed by k...
متن کاملA general enantioselective route to the chamigrene natural product family.
Described in this report is an enantioselective route toward the chamigrene natural product family. The key disconnections in our synthetic approach include sequential enantioselective decarboxylative allylation and ring-closing olefin metathesis to form the all-carbon quaternary stereocenter and spirocyclic core present in all members of this class of compounds. The generality of this strategy...
متن کاملErratum: Antonsen, S.; et al. Synthesis of Racemic β-Chamigrene, a Spiro[5.5]undecane Sequiterpene. Molecules 2014, 19, 20664-20670.
The Molecules Editorial Office wishes to make the following erratum to this paper [1].[...].
متن کاملThe catalytic asymmetric total synthesis of elatol.
Described in this report is the first total synthesis of elatol, a halogenated sesquiterpene in the chamigrene natural product family. The key disconnections in our synthetic approach include an enantioselective decarboxylative allylation to form the all-carbon quaternary stereocenter and a ring-closing olefin metathesis to concomitantly form the spirocyclic core as well as the fully substitute...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1983
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.31.2308