Catalytic enantioselective cyclization and C3-fluorination of polyenes.

Xylyl-phanephos)Pt(2+) in combination with XeF(2) mediates the consecutive diastereoselective cation-olefin cyclization/fluorination of polyene substrates. Isolated yields were typically in the 60-69% range while enantioselectivities reached as high as 87%. The data are consistent with a stereoretentive fluorination of a P(2)Pt-alkyl cation intermediate.

Citation

Nikki A Cochrane, Ha Nguyen, Michel R Gagne. Catalytic enantioselective cyclization and C3-fluorination of polyenes. Journal of the American Chemical Society. 2013 Jan 16;135(2):628-31

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PMID: 23282101

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