REINVESTIGATION OF THE LEWIS ACID-MEDIATED REACTION OF 3-ARYL-SUBSTITUTED ALLYLTIN REAGENTS TOWARD ALDEHYDES - DIVERGENT STEREOCONTROL OF THE PRODUCT BY LEWIS-ACIDS

被引:14
作者
NISHIGAICHI, Y
TAKUWA, A
机构
关键词
D O I
10.1246/cl.1994.1429
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
3-Arylallyltin reagents including cinnamyltin stereoselectively gave anti-adducts in the ZnCl2-mediated reaction toward aldehydes in a donating solvent via the 6-membered cyclic transition state. In contrast, the BF3-mediated reaction gave syn-adducts via the acyclic transition state. The present result corrects the previously reported stereochemical determination of the BF3-mediated product.
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页码:1429 / 1432
页数:4
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