Rhodium-Catalyzed Hydrolytic Cleavage of the Silicon-Carbon Bond of Silacyclobutanes to Access Silanols

被引：11

作者：

Zhu, Wei-Ke ^{[1
,2
]}

Zhu, Hua-Jie ^{[1
,2
]}

Fang, Xiao-Jun ^{[1
,2
]}

Ye, Fei ^{[1
,2
]}

Cao, Jian ^{[1
,2
]}

Xu, Zheng ^{[1
,2
]}

Xu, Li-Wen ^{[1
,2
,3
,4
]}

机构：

[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Key Lab Organosilicon Chem & Mat Technol, Minist Educ, Hangzhou 311121, Peoples R China

[2] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Key Lab Organosilicon Mat Technol Zhejiang Prov, Hangzhou 311121, Peoples R China

[3] Chinese Acad Sci, Suzhou Res Inst, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China

[4] Chinese Acad Sci, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 39期

基金：

中国国家自然科学基金;

关键词：

C-H SILYLATION; RING EXPANSION; DESYMMETRIZATION; ALKYNES; 3-SILAAZETIDINE; ACTIVATION; ALDEHYDES; ALKENES;

D O I：

10.1021/acs.orglett.3c02611

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we report the first rhodium-catalyzed hydrolytic cleavage of the silicon-carbon bond in silacyclobutanes using water as the reactant. A series of silacyclobutanes could be employed in this reaction in the presence of the Rh/BINAP complex, resulting in the corresponding silanols in good yields. Additionally, a chiral 1,1,4,4-tetraaryl-2,3-O-isopropylidene-l-threitol-derived phosphoramidite ligand could be used in this reaction to yield Si-stereogenic silanol with promising enantioselectivity.

引用

页码：7186 / 7191

页数：6

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