Decoding Stereocontrol During the Photooxygenation of Oxazolidinone-Functionalized Enecarbamates

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• 作者：Marissa R. Solomon ; J. Sivaguru ; Steffen Jockusch ; Waldemar Adam ; Nicholas J. Turro
• 刊名：Organic Letters
• 出版年：2010
• 出版时间：May 7, 2010
• 年：2010
• 卷：12
• 期：9
• 页码：2142-2145
• 全文大小：179K
• 年卷期：v.12,no.9(May 7, 2010)
• ISSN：1523-7052

文摘

Systematically designed oxazolidinone-derived enecarbamates reveal that solvent and temperature effects on the stereoselectivity during photooxygenation are likely due to the conformational flexibility of the chiral phenethyl side chain (entropy factors); the extent of enantiomeric excess in the photoproduct is dictated by the alkene geometry.