Journal
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
Volume 248, Issue 1-2, Pages 42-47Publisher
ELSEVIER SCIENCE BV
DOI: 10.1016/j.molcata.2005.12.006
Keywords
enantioselectivity carbonyl-ene; BIPHEP; platinum; activation
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An efficient direct activation method was developed to transfer diastereopure lambda-[(BIPHEP)Pt(S-BINOL)] to highly active and selective enantiopure Lewis acid lambda-[(BIPHEP)Pt](SbF6)(2) by silver hexafluoroantimonate(AgSbF6) for the enantioselective carbonyl-ene reactions. Both enantioselective glyoxylate-ene reactions between ethyl glyoxylate and alkenes, and enantioselective carbonyl-ene reactions between phenylglyoxal and alkenes were studied demonstrating good catalytic activity and enantioselectivity. Particularly, for the enantioselective carbonyl-ene reaction between phenylglyoxal and 2,3-dimethyl-1-butene, the Lewis acid catalyst lambda-[(BIPHEP)Pt](SbF6)2 generated with this direct activation method by silver hexafluoroantimonate(AgSbF6) could give excellent ee values high up to 94%. (c) 2005 Elsevier B.V. All rights reserved.
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