Stereospecific Nickel-Catalyzed Borylation of Secondary Benzyl Pivalates

被引：17

作者：

Martin-Montero, R. ^{[1
]}

Krolikowski, T. ^{[1
]}

Zarate, C. ^{[1
]}

Manzano, R. ^{[1
]}

Martin, R. ^{[1
,2
]}

机构：

[1] Inst Chem Res Catalonia ICIQ, Ave Paisos Catalans 16, Tarragona 43007, Spain

[2] Passseig Lluis Co, Catalan Inst Res & Adv Studies ICREA, Barcelona 08010, Spain

来源：

SYNLETT | 2017年 / 28卷 / 19期

关键词：

borylation; nickel; cooperativity; stereoselective; C-O bonds; C-O BOND; CROSS-COUPLING REACTIONS; TERTIARY BORONIC ESTERS; ARYL ETHERS; ARYLBORONIC ESTERS; GRIGNARD-REAGENTS; OME CLEAVAGE; NI; ACTIVATION; ELECTROPHILES;

D O I：

10.1055/s-0036-1590962

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereoselective nickel-catalyzed direct borylation of enantioenriched secondary benzyl pivalates is described. This methodology is characterized by an intriguing cooperativity of simple nickel and copper salts to promote the targeted C-B bond formation under mild reaction conditions. Unlike classical S(N)2-type processes, this protocol occurs with a neat retention of configuration, resulting in synthetically versatile benzyl boronic esters with excellent stereochemical fidelity.

引用

页码：2604 / 2608

页数：5

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