Tetrahedron: Asymmetry

Chemoenzymatic synthesis of enantiopure α-substituted cyclohexanones from aromatic compounds

G Fonseca, GA Seoane

Index: Fonseca, German; Seoane, Gustavo A. Tetrahedron Asymmetry, 2005 , vol. 16, # 7 p. 1393 - 1402

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Citation Number: 14

Abstract

A series of chiral α-substituted cyclohexanones have been synthesized from chemoenzymatically produced chlorocyclohexadienediol. These highly functionalized ketones can be used in the total synthesis of diverse natural products, such as bengamides. A study of the reactivity of α-chlorooxiranes, common intermediates in the synthetic scheme, showed that under nucleophilic opening conditions an intermediate chloroketone may or ...