Tetrahedron letters

Asymmetric dihydroxylation of allenes

SA Fleming, SM Carroll, J Hirschi, R Liu, JL Pace…

Index: Fleming, Steven A.; Carroll, Sean M.; Hirschi, Jennifer; Liu, Renmao; Pace, J. Lee; Redd, J. Ty Tetrahedron Letters, 2004 , vol. 45, # 17 p. 3341 - 3343

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Citation Number: 20

Abstract

We have used asymmetric dihydroxylation (AD) of allenes in order to synthesize chiral α- hydroxy ketones. This methodology has been applied to several aryl-substituted allenes. We have found that electron donating groups on the aromatic ring increase the efficiency of the reaction.

~42%

~57%

~27%

~56%

~61%

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