ORGN 267 |
| In our continuing efforts toward the development of an improved system for enantioselective Simmons-Smith cyclopropanation, we report the use of chiral zinc carbenoids derived from phosphoric acids as efficient reagents for this transformation. Good enantioselectivities and up to >95 % conversions were obtained with chiral phosphoric acids synthesized from enantioenriched substituted 1,1'-binaphthols. Structure optimization of the phosphoric acids and the scope of the reaction will be presented. The development of a catalytic version of this reaction and mechanistic insights will also be disclosed.
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Asymmetric Reactions and Syntheses
8:00 AM-12:00 PM, Monday, 14 March 2005 Convention Center -- Room 11A, Oral
Division of Organic Chemistry |
