Enantioselective Bromo-oxycyclization of Silanol

详细信息    查看全文

• 作者：Zilei Xia ; Jiadong Hu ; Zhigao Shen ; Xiaolong Wan ; Qizheng Yao ; Yisheng Lai ; Jin-Ming Gao ; Weiqing Xie
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：January 4, 2016
• 年：2016
• 卷：18
• 期：1
• 页码：80-83
• 全文大小：423K
• ISSN：1523-7052

文摘

Relying on the nucleophilicity of silanol for building up silicon-incorporated scaffold with an enantiopure tetrasubstituted carbon center remains elusive. In this report, asymmetric bromo-oxycyclization of olefinic silanol by using chiral anionic phase-transfer catalyst is described. This protocol provided a facile entry to a wide arrangement of enantiopure benzoxasilole in moderate to excellent enantioselectivities depending on the unique reactivity of bromine/N-benzyl-DABCO complex.