Hydrocarbon oxidation vs C-C bond-forming approaches for efficient syntheses of oxygenated molecules

被引:98
作者
Fraunhoffer, KJ [1 ]
Bachovchin, DA [1 ]
White, MC [1 ]
机构
[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
关键词
D O I
10.1021/ol047800p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A hydrocarbon oxidation approach has been applied to the construction of several linear (E)-allylic alcohols that have served as intermediates in the synthesis of natural products and natural product-like molecules. In the original syntheses.. these intermediates were constructed using a standard Wittig-type olefination approach. We report here that routes to these same intermediates designed around a hydrocarbon oxidation approach are more efficient both in the total number of functional group manipulations (FGMs) and overall steps, as well as in the overall yield.
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页码:223 / 226
页数:4
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