Triflimide (HNTf2)-catalyzed aldehyde cross-aldol reaction using "super silyl" enol ethers

被引：25

作者：

Boxer, Matthew B. ^{[1
]}

Yamamoto, Hisashi ^{[1
]}

机构：

[1] Univ Chicago, Dept Chem, Chicago, IL 60637 USA

来源：

NATURE PROTOCOLS | 2006年 / 1卷 / 05期

关键词：

D O I：

10.1038/nprot.2006.389

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

The synthesis of the acetaldehyde-derived tris(trimethylsilyl) silyl (super silyl) enol ether is described, as well as its use in the high-yielding aldehyde cross-aldol reaction. The super silyl enol ether shows unprecedented reactivity in giving the 1:1 adduct in very high yield. This reaction is catalyzed by 0.05 mol% of the Bronsted acid triflimide (HNTf2) and is complete within 15 min, making the protocol very attractive for large-scale synthesis.

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页码：2434 / 2438

页数：5

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