Stereoselective Synthesis of Spiro-Decalin Oxindole Derivatives via Sequential Organocatalytic Michael-Domino Michael/Aldol Reaction.
A highly stereoselective procedure for the synthesis of spiro-polycyclic oxindoles bearing five contiguous stereogenic centers including two tetrasubstituted carbons has been developed. Under sequential organocatalysis performed by a pyrrolidine-based organocatalyst and DBU, a highly atom-economical Michael–domino Michael/aldol reaction sequence was optimized, yielding variously functionalized spiro-decalin oxindoles with excellent stereoselectivity (>99:1 dr, up to 92% ee). peerReviewed
Combining organocatalysis and lanthanide catalysis: a sequential one-pot quadruple reaction sequence/hetero-Diels-Alder asymmetric synthesis of functionalized tricycles
A stereoselective one-pot synthesis of functionalized complex tricyclic polyethers has been achieved using the combination of secondary amine and lanthanide catalysis. This one-pot quadruple reaction/Hetero-Diels–Alder sequence gave good yields (per step) as well as excellent diastereo- and enantioselectivities. Furthermore, the particular combination of lanthanide complexes with organocatalysis is one of the first examples described for sequential catalysis.
Asymmetric Organocatalytic Synthesis of 4-Aminoisochromanones via a Direct One-Pot Intramolecular Mannich Reaction
Synthesis 48(24), 4451 - 4458(2016). doi:10.1055/s-0035-1562522
Palladium Catalyzed [3+2] Cycloaddition of Vinyl Aziridine and Indane-1,3-diones: Diastereo- and Enantioselective Access to Spiro-Pyrrolidines
A mild and efficient palladium-catalyzed [3+2] cycloaddition of vinylaziridine and indane-1,3-diones has been realized. The resulting spiro-pyrrolidines were provided in excellent yields and, with the introduction of the leucine-derived phosphine ligand, moderate to good enantio- and diastereoselectivities.
CCDC 1975968: Experimental Crystal Structure Determination
Related Article: Fabrizio Vetica, Stephen J. Bailey, Mukesh Kumar, Suruchi Mahajan, Carolina von Essen, Kari Rissanen, Dieter Enders|2020|Synthesis|52|2038|doi:10.1055/s-0040-1707472
CCDC 1482605: Experimental Crystal Structure Determination
Related Article: Fabrizio Vetica, Jeanne Fronert, Rakesh Puttreddy, Kari Rissanen, Dieter Enders|2016|Synthesis|48|4451|doi:10.1055/s-0035-1562522
CCDC 2165719: Experimental Crystal Structure Determination
Related Article: Leonardo Straminelli, Francesco Vicentini, Antonio Di Sabato, Carmela Maria Montone, Chiara Cavaliere, Kari Rissanen, Francesca Leonelli, Fabrizio Vetica|2022|J.Org.Chem.|87|10454|doi:10.1021/acs.joc.2c01046
CCDC 1510190: Experimental Crystal Structure Determination
Related Article: Simon Dochain, Fabrizio Vetica, Rakesh Puttreddy, Kari Rissanen and Dieter Enders|2016|Angew.Chem.,Int.Ed.|55|16153|doi:10.1002/anie.201610196