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Articles • J. Braz. Chem. Soc. 20 (5) • 2009 • https://doi.org/10.1590/S0103-50532009000500013   copy

Total synthesis of (3S, 5R, 3'S, 5'R)-capsorubin

Authorship SCIMAGO INSTITUTIONS RANKINGS

The total synthesis of enantiomerically enriched (3S, 5R, 3'S, 5'R)-capsorubin (1) by aldol condensation of (1R, 4S)-1-(4-hydroxy-1,2,2-trimethyl-cyclopentyl) ethanone (2a) and crocetindial (3) is described. An alternative, short eight-step synthesis of the optically active compound 2a (ee 89%) is also reported.

carotenoid; capsorubin; crocetindial; cyclopentane keto-alkohol; synthesis

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