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Jiajing Tan, Dr. Cheol-Hong Cheon and Prof. Hisashi Yamamoto Catalytic Asymmetric Claisen Rearrangement of Enolphosphonates: Construction of Vicinal Tertiary and All-Carbon Quaternary Centers Angewandte Chemie International Edition 51

Article first published online: 23 JUL 2012 | DOI: 10.1002/anie.201203092

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A copper-catalyzed enantioselective Claisen rearrangement of easily accessible enolphosphonates using the commercially available PhBOX as the chiral ligand was developed. A wide range of rearrangement products with contiguous tertiary and all-carbon quaternary centers were obtained in excellent yields and stereoselectivities. The α-ketophosphonate substituent in the products could be easily transformed into other functional groups.

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