Oxidation of olefins by palladium(II): Part 17. An asymmetric chlorohydrin synthesis catalyzed by a bimetallic palladium(II) complex
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文摘
Previous studies showed that oxidation of α-olefins with monometallic catalysts containing chiral diphosphines and diamines gave chlorohydrins with poor to good enantioselectivites (28–82 % ee). The present studies demonstrate that bimetallic catalysts containing a β-triketone and bridging chiral diphosphine and diamines are excellent catalysts for this reaction giving enantioselectivites considerably higher than the monometallic catalysts. Enantioselectivities were more than 50 % for most olefins tested. The highest optical purities were 94 % ee for propene and 93 % ee for allylphenyl ether. A useful feature of this asymmetric synthesis is the fact it is a net air oxidation.

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