Synlett

Regioselective cis, vic-Dihydroxylation of α, β, γ, δ-Unsaturated Carboxylic Esters: Enhanced γ, δ-Selectivity by Employing Trifluoroethyl or Hexafluoroisopropyl Esters

J Schmidt-Leithoff, R Brückner

文献索引：Schmidt-Leithoff, Joachim; Brueckner, Reinhard Synlett, 2006 , # 16 p. 2641 - 2645

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被引用次数: 3

摘要

Abstract The regioselectivity of Sharpless asymmetric dihydroxylation (AD) of α, β, γ, δ- unsaturated carboxylic esters was studied as a function of α-, β-, and δ-substituents and for fluorine-free versus fluorinated esters. The latter showed increased or complete γ, δ- selectivities: the hexafluoroisopropyl ester being superior to the trifluoroethyl ester. Olefinations of α, β-unsaturated aldehydes with phosphorus ylide 36 or phosphonate ...