Asymmetric total synthesis of buprenorphine and dihydroetorphine

被引：4
|
作者：
Tang, Yu
Zhang, Yifan
Zhao, Jun
Xue, Fanglin
He, Huan
Xue, Fei [1 ]
Liu, Xiao-Yu
Qin, Yong [1 ]
机构：
[1] Sichuan Univ, Educ Minist & Sichuan Prov, Key Lab Drug Targeting & Drug Delivery Syst, Sichuan Engn Lab Plant Sourced Drug,West China Sc, Chengdu 610041, Peoples R China
来源：
TETRAHEDRON LETTERS | 2022年 / 104卷
基金：
中国国家自然科学基金;
关键词：
Morphinan alkaloids; Semisynthetic opioids; Asymmetric total synthesis; Thebaine-like intermediate; ENANTIOSELECTIVE SYNTHESIS; MORPHINE ALKALOIDS; FORMAL SYNTHESIS; (S)-RETICULINE; BIOSYNTHESIS; (-)-CODEINE; DERIVATIVES; ORIPAVINE; FUSION; YEAST;
D O I：
10.1016/j.tetlet.2022.154027
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The concise asymmetric total synthesis of buprenorphine and dihydroetorphine has been achieved without the consumption of naturally occurring thebaine. Central to the synthesis is the employment of a thebaine-like intermediate, which is easily available through a bioinspired Pd-catalyzed dearomatization arene coupling reaction to forge the morphinan core. (C) 2022 Elsevier Ltd. All rights reserved.
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页数：4
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