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Dhande Sudhakar Reddy, Norio Shibata, Jun Nagai, Shuichi Nakamura and Takeshi Toru A Dynamic Kinetic Asymmetric Transformation in the α-Hydroxylation of Racemic Malonates and Its Application to Biologically Active Molecules Angewandte Chemie International Edition 48

Article first published online: 19 DEC 2008 | DOI: 10.1002/anie.200804476

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Sly like a “DBFOX”: The chiral α-hydroxy malonate 2 can be prepared in high yield and with up to 98 % ee from racemic malonate 1 through α-hydroxylation using oxaziridine 3 and is catalyzed by the (R,R)-DBFOX-Ph/NiII complex (see scheme). Biologically useful molecules have been prepared by using this method and illustrate its efficiency.

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