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The palladium(II) complex (Rp,S)-COP-Cl2and its enantiomer catalyze the rearrangement of linear prochiral O-allyl carbamothioates under mild conditions to provide branched S-allyl carbamothioates in high yield and high enantiomeric purity. [ABSTRACT FROM AUTHOR]

The reaction of trichloroacetimidate derivatives of (Z)-2-alken-1-ols with phenol nucleophiles in the presence of the palladium(II) catalyst COP-OAc2provides 3-aryloxy-1-alkenes in high yields and high enantiomeric purity (typically 63−90% yield and 90−97% ee). The reaction is exemplified by 20 examples. The method employs 1 mol % of the commercially available catalysts (S)- or (R)-COPOAc2, produces the branched isomer with unprecedented regioselectivity, and is compatible with the presence of base-labile functionality in either reactant. [ABSTRACT FROM AUTHOR]

The first total synthesis of gliocladin C, a fungal-derived marine alkaloid containing a rare trioxopiperazine fragment, is reported. This asymmetric synthesis establishes the absolute configuration of this structurally novel natural product. [ABSTRACT FROM AUTHOR]

The first enantioselective total syntheses of indole alkaloids of the condylocarpine type are reported. (+)-Condylocarpine, (+)-isocondylocarpine, and (+)-tubotaiwine were prepared in high enantiomeric purity (er > 99:1) from (1S,5R)-hexahydro-1,5-methano-1H-azocino[4,3-b]indole-12-one 7bby way of five or six isolated intermediates. [ABSTRACT FROM AUTHOR]

The aza-Cope-Mannich reaction and ring-closing metathesis are key steps in the assembly of intermediates containing rings A−D of Daphniphyllumalkaloids of the daphnicyclidin type such as daphnipaxinin and oldhamine A. [ABSTRACT FROM AUTHOR]