Enantioselective Synthesis of 6/5-Spirosilafluorenes by Asymmetric Ring Expansion of 4/5-Spirosilafluorenes with Alkynes

被引：18

作者：

Chen, Hua ^{[1
,2
]}

Zhang, Haixia ^{[1
,2
]}

Du, Huimin ^{[1
,2
]}

Kuang, Yuzhong ^{[3
]}

Pang, Qinjiao ^{[1
,2
]}

Gao, Lu ^{[1
,2
]}

Yang, Cheng ^{[4
]}

Wang, Wanshu ^{[1
,2
]}

Song, Zhenlei ^{[1
,2
]}

机构：

[1] Sichuan Univ, Key Lab Drug Targeting & Drug Delivery Syst, Sichuan Engn Lab Plant Sourced Drug, West China Sch Pharm,Educ Minist & Sichuan Prov, Chengdu 610041, Peoples R China

[2] Sichuan Univ, Sichuan Res Ctr Drug Precis Ind Technol, West China Sch Pharm, Chengdu 610041, Peoples R China

[3] China Pharmaceut Univ, Sch Pharm, Nanjing 211198, Peoples R China

[4] Sichuan Univ, Coll Chem, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 09期

基金：

中国国家自然科学基金; 国家重点研发计划;

关键词：

SILICON-STEREOGENIC DIBENZOSILOLES; DESYMMETRIZATION; CONSTRUCTION; SILANES;

D O I：

10.1021/acs.orglett.3c00346

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A rhodium-catalyzed asymmetric ring expansion of 4/5-spirosilafluorenes with terminal alkynes has been developed using sterically demanding binaphthyl phosphoramidite ligand. The reaction is not only strategically distinct from cyclization or cycloaddition but also showcases the first enantioselective synthesis of axially chiral 6/5-spirosilafluorenes.

引用

页码：1558 / 1563

页数：6

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