Highly Asymmetric Bromocyclization of Tryptophol: Unexpected Accelerating Effect of DABCO-Derived Bromine Complex
Highly Asymmetric Bromocyclization of Tryptophol: Unexpected Accelerating Effect of DABCO-Derived Bromine Complex
复制标题
色氨酸的高度不对称溴环化：DABCO 衍生的溴络合物的意外加速作用
DOI：
10.1021/ol5004109
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发表时间：
2014-04-04
期刊：
影响因子：
5.2
通讯作者：
Xie, Weiqing
中科院分区：
文献类型：
--
作者：
Liu, Huan;Jiang, Guangde;Xie, Weiqing
报道了手性阴离子相转移催化剂和DABCO衍生的溴化试剂作用下，山梨醇的高度不对称溴环化反应。对反应条件的优化表明，催化剂DABCO衍生的溴化试剂的加入加快了反应速率，提高了对映选择性。该方法可直接从甲醇中合成3-溴呋喃并吲哚啉，具有很好的对映选择性。
Highly asymmetric bromocyclization of tryptophol by using chiral anionic phase-transfer catalyst and DABCO-derived brominating reagent is described. Optimization of the reaction conditions revealed that the reaction rate was accelerated together with improvement of enantioselectivity by addition of catalytic DABCO-derived brominating reagent. From tryptophol, 3-bromofuroindoline could be directly obtained in excellent enantioselectivities by employing this novel methodology.