Title | Total Syntheses of Vicinal Dichloride Monoterpenes Enabled by Aza-Bellus-Claisen Rearrangement |
Authors | Cheng, Jiangqun Li, Yuan-He Huang, Jun Yang, Zhen |
Affiliation | Peking Univ, State Key Lab Chem Oncogen, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China Peking Univ, Key Lab Chem Genom, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Beijing 100871, Peoples R China Peking Univ, Beijing Natl Lab Mol Sci BNLMS, Beijing 100871, Peoples R China |
Keywords | STEREOSELECTIVE-SYNTHESIS HALOGENATED MONOTERPENES RED DIHALOGENATION IDENTIFICATION REDUCTION ALCOHOL |
Issue Date | 5-Nov-2021 |
Publisher | ORGANIC LETTERS |
Abstract | Diastereoselective syntheses of syn- and anti-vicinal dihalides were achieved via an aza Bellus-Claisen rearrangement, which involved the reaction of an alpha-chloro carboxylic acid chloride with halogen-substituted trans-allyl morpholines in the presence of Lewis acids. The developed method was used for the total synthesis of a group of monoterpene natural products bearing vicinal dichloride subunits. |
URI | http://hdl.handle.net/20.500.11897/629287 |
ISSN | 1523-7060 |
DOI | 10.1021/acs.orglett.1c03187 |
Indexed | SCI(E) |
Appears in Collections: | 化学生物学与生物技术学院 å å¦ä¸ å å å·¥ç¨ å¦é ¢ 生物有机与分子工程教育部重点实验室 |