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Chiral Phosphoric Acid-Catalyzed Enantioselective and Diastereoselective Spiroketalizations

2012; American Chemical Society; Volume: 134; Issue: 19 Linguagem: Inglês

10.1021/ja302704m

1943-2984

Zhankui Sun, Grace A. Winschel, Alina Borovika, Pavel Nagorny,

Axial and Atropisomeric Chirality Synthesis

Catalytic enantioselective and diastereoselective spiroketalizations with BINOL-derived chiral phosphoric acids are reported. The chiral catalyst can override the inherent preference for the formation of thermodynamic spiroketals, and highly selective formation of nonthermodynamic spiroketals could be achieved under the reaction conditions.