Molecular Weight Induced Enantioreversal in Sharpless Asymmetric Epoxidation

N. N. Reed; T. J. Dickerson; G. E. B oldt; K. D. Janda

doi:10.1055/s-2005-869913

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Synfacts 2005(0): 0044-0044
DOI: 10.1055/s-2005-869913

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Molecular Weight Induced Enantioreversal in Sharpless Asymmetric Epoxidation

Contributor(s): Hisashi Yamamoto, Matthew Boxer
N. N. Reed, T. J. Dickerson, G. E. B oldt, K. D. Janda*
The Scripps Research Institute, La Jolla, USA

Further Information

Publication History

Publication Date:
20 July 2005 (online)

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Significance

The molecular weight of the poly(ethylene glycol) monomethyl ether (MPEG) can reverse the enantioselectivity for Sharpless epoxidation. A relatively narrow molecular weight range of 800 is sufficient to provide the enantioreversal.