Studies on the enantioselectivity in Bu4N[Fe(CO)3NO]-catalyzed nucleophilic substitution of optically active allylic carbonates with malonate
Studies on the enantioselectivity in Bu4N[Fe(CO)3NO]-catalyzed nucleophilic substitution of optically active allylic carbonates with malonate
复制标题
DOI：
10.1021/jo00253a049
复制
发表时间：
1988
影响因子：
3.6
通讯作者：
Bo Zhou;Yuanyao Xu
中科院分区：
文献类型：
--
作者：
Bo Zhou;Yuanyao Xu
测定了在铁催化剂1存在下，光学活性烯丙基碳酸酯2、5和9与丙二酸酯的立体化学产物。结果发现，在每种情况下，亲核试剂主要攻击的离去基团连接的碳原子，并获得相应的占主导地位的区域异构体3，6，或10与高保留的构型在手性中心。
The stereochemical outcomes of optically ac-tive allylic carbonates 2, 5, and 9 with malonate in the presence of iron catalyst 1 were determined. It was found that in every case the nucleophile predominantly attacked at the carbon atom where the leaving group was attached, and the corresponding prevailing regioisomer 3, 6, or 10 was obtained with high retention of configuration at the chiral center.