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.

引用

页数：4

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