Synthesis of BINOL derived phosphorodithioic acids as new chiral Brønsted acids and an improved synthesis of 3,3′-disubstituted H<sub>8</sub>-BINOL derivatives期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

Synthesis of BINOL derived phosphorodithioic acids as new chiral Brønsted acids and an improved synthesis of 3,3′-disubstituted H₈-BINOL derivatives

Authors:	Guillaume Pousse,Vincent Dalla,Marie-Claire Lasne,Jé rô me Blanchet

Affiliation:	^a Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, Université de Caen Basse-Normandie, CNRS, 6 boulevard du Maréchal Juin, 14050 Caen, France ^b Unité de Recherche en Chimie Organique et Macromoléculaire, Faculté des Sciences et Techniques de l'Université du Havre, 25 rue Philippe Lebon, BP 540, 76058 Le Havre Cedex, France ^c Synthetic chemistry, Glaxosmithkline, Medecines Research Centre, Stevenage SG1 2NY, UK

Abstract:	Original phosphorodithioic acid diesters were prepared according to an improved synthesis of 3,3′-disubstituted H₈-BINOL derivatives. In preliminary experiments, these new Brønsted acids were tested as organocatalysts in three reactions. They promoted the Nazarov cyclisation with mixed selectivities, the Mannich reaction with good enantioselectivity and they catalyzed efficiently the alkylation of N-acyliminium with enol silyl ether.

Keywords:	Enantioselective organocatalysis Brø nsted acids BINOL Nazarov Mannich
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