Triply Selective & Sequential Diversification at Csp3: Expansion of Alkyl Germane Reactivity for C-C & C-Heteroatom Bond Formation

被引:7
|
作者
Ahrweiler, Eric [1 ]
Schoetz, Markus D. [1 ]
Singh, Gurdeep [1 ]
Bindschaedler, Quentin P. [1 ]
Sorroche, Alba [1 ]
Schoenebeck, Franziska [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany
基金
欧盟地平线“2020”; 欧洲研究理事会;
关键词
site-selectivity; alkyl germane; modularity; catalysis; radical chemistry; photochemistry; TERTIARY BORONIC ESTERS; REDOX-ACTIVE ESTERS; CONSTRUCTION; SECONDARY; ACCESS; FUNCTIONALIZATION; HALIDES; OXYGEN;
D O I
10.1002/anie.202401545
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the triply selective and sequential diversification of a single C-sp(3) carbon carrying Cl, Bpin and GeEt3 for the modular and programmable construction of sp(3)-rich molecules. Various functionalizations of C-sp(3)-Cl and C-sp(3)-BPin (e.g. alkylation, arylation, homologation, amination, hydroxylation) were tolerated by the C-sp(3)-GeEt3 group. Moreover, the methodological repertoire of alkyl germane functionalization was significantly expanded beyond the hitherto known Giese addition and arylation to alkynylation, alkenylation, cyanation, halogenation, azidation, C-S bond formation as well as the first demonstration of stereo-selective functionalization of a C-sp(3)-[Ge] bond.
引用
收藏
页数:6
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