Stereoselective opening of chiral dioxane acetals. Nucleophile dependence
作者:Scott E. Denmark、Neil G. Almstead
DOI:10.1021/jo00023a002
日期:1991.11
The stereoselective allylation of chiral dioxane acetals 1 was found to be highly dependent on the nature of allymetal reagent in the following order: Ph3Si (19/1) < Me3Si (58/1) < Ph3Sn (90/1) < Me3Ge (100/1) < n-Bu3Sn (> 300/1). The allylation with allytributylstannane was significantly more selective than allytrimethylsilane for a number of chiral dioxane acetals examined.