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A catalytic enantioselective tandem allylation strategy for rapid terpene construction: application to the synthesis of pumilaside aglycon.

ABSTRACT: Catalytic enantioselective 1,2-diboration of 1,3-dienes followed by cascade allylborations with dicarbonyls provides rapid entry into carbocyclic reaction products. The stereochemical course of this reaction was studied along with its application in the synthesis of pumilaside aglycon.

SUBMITTER: Ferris GE

PROVIDER: S-EPMC3625973 | biostudies-literature | 2013 Feb

REPOSITORIES: biostudies-literature

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A catalytic enantioselective tandem allylation strategy for rapid terpene construction: application to the synthesis of pumilaside aglycon.

Ferris Grace E GE Hong Kai K Roundtree Ian A IA Morken James P JP

Journal of the American Chemical Society 20130207 7

Catalytic enantioselective 1,2-diboration of 1,3-dienes followed by cascade allylborations with dicarbonyls provides rapid entry into carbocyclic reaction products. The stereochemical course of this reaction was studied along with its application in the synthesis of pumilaside aglycon. ...[more]

PMID: 23390951

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