-transparent.png){kind=logo}
Arylation of Cyclopropanol with Pyrrole: Asymmetric Synthesis of Indolizidine 167B, Indolizidine 209D, and Monomorine I. 2023
Shuangwei Liu, and
Xiaojiao Su, and
Dan Jiang, and
Hongbing Xiong, and
Dingyin Miao, and
Lin Fu, and
Hanyue Qiu, and
Ling He, and
Min Zhang
Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, China.
A Fe(NO3)3-mediated ring-opening arylation of cyclopropanol with the electron-rich pyrrole has been developed, which might proceed through oxidative radical ring opening of cyclopropanol followed by cyclization to the pyrrole motif and then aromatization. This method enables direct arylation of cyclopropanol without prefunctionalization and thus allows rapid access to a diverse array of chiral 5,6,7,8-tetrahydroindolizines from easily available chiral amino acid esters. The synthetic utility has been demonstrated by the asymmetric synthesis of alklaoids (-)-indolizidine 167B, (+)-indolizidine 209D, (+)-monomorine I, and a natural product analogue.
| UI | MeSH Term | Description | Entries |
|---|
Related Publications
Shuangwei Liu, and
Xiaojiao Su, and
Dan Jiang, and
Hongbing Xiong, and
Dingyin Miao, and
Lin Fu, and
Hanyue Qiu, and
Ling He, and
Min Zhang
September 2001,
Organic letters,
Shuangwei Liu, and
Xiaojiao Su, and
Dan Jiang, and
Hongbing Xiong, and
Dingyin Miao, and
Lin Fu, and
Hanyue Qiu, and
Ling He, and
Min Zhang
November 2008,
The Journal of organic chemistry,
Shuangwei Liu, and
Xiaojiao Su, and
Dan Jiang, and
Hongbing Xiong, and
Dingyin Miao, and
Lin Fu, and
Hanyue Qiu, and
Ling He, and
Min Zhang
November 1997,
The Journal of organic chemistry,
Shuangwei Liu, and
Xiaojiao Su, and
Dan Jiang, and
Hongbing Xiong, and
Dingyin Miao, and
Lin Fu, and
Hanyue Qiu, and
Ling He, and
Min Zhang
August 2023,
Chemical communications (Cambridge, England),
Shuangwei Liu, and
Xiaojiao Su, and
Dan Jiang, and
Hongbing Xiong, and
Dingyin Miao, and
Lin Fu, and
Hanyue Qiu, and
Ling He, and
Min Zhang
January 2008,
Beilstein journal of organic chemistry,
Shuangwei Liu, and
Xiaojiao Su, and
Dan Jiang, and
Hongbing Xiong, and
Dingyin Miao, and
Lin Fu, and
Hanyue Qiu, and
Ling He, and
Min Zhang
February 2003,
Organic letters,
Shuangwei Liu, and
Xiaojiao Su, and
Dan Jiang, and
Hongbing Xiong, and
Dingyin Miao, and
Lin Fu, and
Hanyue Qiu, and
Ling He, and
Min Zhang
February 2000,
Organic letters,
Shuangwei Liu, and
Xiaojiao Su, and
Dan Jiang, and
Hongbing Xiong, and
Dingyin Miao, and
Lin Fu, and
Hanyue Qiu, and
Ling He, and
Min Zhang
September 2014,
Organic & biomolecular chemistry,
Shuangwei Liu, and
Xiaojiao Su, and
Dan Jiang, and
Hongbing Xiong, and
Dingyin Miao, and
Lin Fu, and
Hanyue Qiu, and
Ling He, and
Min Zhang
March 2018,
Organic letters,
Shuangwei Liu, and
Xiaojiao Su, and
Dan Jiang, and
Hongbing Xiong, and
Dingyin Miao, and
Lin Fu, and
Hanyue Qiu, and
Ling He, and
Min Zhang
January 2009,
Angewandte Chemie (International ed. in English),
