0000000000946749
AUTHOR
Kristina Deckers
Enantioselective synthesis of pyrazolone α-aminonitrile derivatives via an organocatalytic Strecker reaction
A new organocatalytic enantioselective Strecker reaction of pyrazolone-derived ketimine electrophiles has been developed. Using pseudo-enantiomeric squaramide catalysts the nucleophilic 1,2-addition of trimethylsilyl cyanide to the ketimines efficiently provides a direct entry to both enantiomers of pyrazolone α- aminonitrile derivatives at will in good yields and high enantioselectivities for a wide variety of substrates. peerReviewed
Squaramide-Catalyzed Asymmetric aza-Friedel-Crafts/N,O-Acetalization Domino Reactions Between 2-Naphthols and Pyrazolinone Ketimines
N-Boc ketimines derived from pyrazolin-5-ones were explored to develop an unprecedented domino aza-Friedel-Crafts/N,O-acetalization reaction with 2-naphthols. The novel method requires a catalyst loading of only 0.5 mol % of a bifunctional squaramide catalyst, is scalable to gram amounts, and provides a new series of furanonaphthopyrazolidinone derivatives bearing two vicinal tetra-substituted stereogenic centers in excellent yields (95-98 %) and stereoselectivity (>99:1 d.r. and 97-98 % ee). A different reactivity was observed in the case of 1-naphthols and other electron-rich phenols, which led to the aza-Friedel-Crafts adducts in 70-98 % yield and 47-98 % ee.
Asymmetric Synthesis of Tetrahydrobenzofurans and Annulated Dihydropyrans via Cooperative One-Pot Organo- and Silver-Catalysis
Synthesis : journal of synthetic organic chemistry 48(19), 3207-3216(2016). doi:10.1055/s-0035-1561468
Enantioselective synthesis of 4H-pyranonaphthoquinones via sequential squaramide and silver catalysis
Chemical communications 52(8), 1669-1672(2016). doi:10.1039/C5CC09592A
CCDC 1542055: Experimental Crystal Structure Determination
Related Article: Suruchi Mahajan, Pankaj Chauhan, Uğur Kaya, Kristina Deckers, Kari Rissanen, Dieter Enders|2017|Chem.Commun.|53|6633|doi:10.1039/C7CC02874A
CCDC 1474771: Experimental Crystal Structure Determination
Related Article: Uğur Kaya, Pankaj Chauhan, Kristina Deckers, Rakesh Puttreddy, Kari Rissanen, Gerhard Raabe, Dieter Enders|2016|Synthesis|48|3207|doi:10.1055/s-0035-1561468
CCDC 1474975: Experimental Crystal Structure Determination
Related Article: Uğur Kaya, Pankaj Chauhan, Kristina Deckers, Rakesh Puttreddy, Kari Rissanen, Gerhard Raabe, Dieter Enders|2016|Synthesis|48|3207|doi:10.1055/s-0035-1561468
CCDC 1437688: Experimental Crystal Structure Determination
Related Article: Uğur Kaya, Pankaj Chauhan, Daniel Hack, Kristina Deckers, Rakesh Puttreddy, Kari Rissanen, Dieter Enders|2016|Chem.Commun.|52|1669|doi:10.1039/C5CC09592A
CCDC 1572983: Experimental Crystal Structure Determination
Related Article: Uğur Kaya, Pankaj Chauhan, Suruchi Mahajan, Kristina Deckers, Arto Valkonen, Kari Rissanen, Dieter Enders|2017|Angew.Chem.,Int.Ed.|56|15358|doi:10.1002/anie.201709224