Recovery of carbonyl compounds from N,N-dialkylhydrazones

被引：122

作者：

Enders, D ^{[1
]}

Wortmann, L ^{[1
]}

Peters, R ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

来源：

ACCOUNTS OF CHEMICAL RESEARCH | 2000年 / 33卷 / 03期

关键词：

D O I：

10.1021/ar990062y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Deprotonation of enantiomerically pure hydrazones and subsequent trapping with suitable electrophiles generates new stereogenic centers with excellent stereoselectivity. To liberate the original carbonyl functionality in the final products, it is necessary to cleave the hydrazone moiety. In recent years, many reagents have been developed to regenerate carbonyl compounds from the corresponding dialkylhydrazones which are compatible with a wide range of functionalities. This has allowed the use of hydrazones in the total synthesis of complex natural products. This Account is meant to be an overview of methods which are classified as oxidative, hydrolytic, and reductive cleavage procedures.

引用

页码：157 / 169

页数：13

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