Scandium as a pre-catalyst for the deoxygenative allylation of benzylic alcohols

被引：23

作者：

Solic, Ivan ^{[1
]}

Seankongsuk, Pattarakiat ^{[2
]}

Loh, Joanna Kejun ^{[1
]}

Vilaivan, Tirayut ^{[2
]}

Bates, Roderick W. ^{[1
]}

机构：

[1] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Phys & Math Sci, 21 Nanyang Link, Singapore 637371, Singapore

[2] Chulalongkorn Univ, Organ Synth Res Unit, Dept Chem, Fac Sci, Phayathai Rd, Bangkok 10330, Thailand

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 01期

关键词：

DIRECT COUPLING REACTION; BRONSTED ACID CATALYST; SUBSTITUTION; EFFICIENT; ACETATES; ALLYLTRIMETHYLSILANE; HYDROAMINATION; GENERATION; MILD;

D O I：

10.1039/c7ob02219k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Scandium triflate is an effective pre-catalyst for the deoxygenative allylation of benzylic alcohols with a narrow substrate window. The reaction is shown to proceed through a "hidden Bronsted acid" mechanism. The reaction is efficient provided that the aryl group is neither too electron rich nor too electron poor. It is shown that this allows useful selectivity. The reaction also works for benzyhydryl alcohols with broader scope. The reaction may also be catalysed by Nafion.

引用

页码：119 / 123

页数：5

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