Asymmetric Total Synthesis of TAN-1085 Facilitated by Pd-Catalyzed Atroposelective C-H Olefination

被引：60

作者：

Fan, Jun ^{[1
]}

Yao, Qi-Jun ^{[1
]}

Liu, Yan-Hua ^{[1
]}

Liao, Gang ^{[1
]}

Zhang, Shuo ^{[1
]}

Shi, Bing-Feng ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 09期

关键词：

STEREOSELECTIVE TOTAL-SYNTHESIS; BENANOMICIN-A; STEREOCHEMICAL ASSIGNMENT; ANTIFUNGAL ANTIBIOTICS; BOND FUNCTIONALIZATION; NATURAL-PRODUCTS; CONSTRUCTION; CYCLIZATION; PRADIMICIN; FD-594;

D O I：

10.1021/acs.orglett.9b01099

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric total synthesis of TAN-1085 via Pd-catalyzed atroposelective C-H olefination is described. This synthesis features the gram-scale construction of axially chiral biaryls in an enantiopure form employing the readily available L-tert-leucine as the chiral transient auxiliary. The synthetic approach might provide a unified strategy for the total synthesis of natural products containing trans-9,10-dihydrophenanthrene-9,10-diol motifs.

引用

页码：3352 / 3356

页数：5

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