Tartaric acid and its acyl derivatives. Part 5. Direct synthesis of monoacyltartaric acids and novel mono(benzoyl)tartaric anhydride: unusual findings in tartaric acid acylation

被引：7

作者：

Bernas, Urszula ^{[1
]}

Hajmowicz, Halina ^{[1
]}

Madura, Izabela D. ^{[1
]}

Majcher, Monika ^{[1
]}

Synoradzki, Ludwik ^{[1
]}

Zawada, Krzysztof ^{[1
]}

机构：

[1] Warsaw Univ Technol, Fac Chem, Ul Noakowskiego 3, PL-00664 Warsaw, Poland

来源：

ARKIVOC | 2010年

关键词：

Acylation; chiral pool; hydroxycarboxylic acids; tartaric acid; CHIRAL (ACYLOXY)BORANE COMPLEX; DIELS-ALDER REACTION; CAB; CATALYSIS; ALCOHOLS; ANALOGS;

D O I：

10.3998/ark.5550190.0011.b01

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Practical acylation of unprotected tartaric acid 1 by acyl chlorides to the corresponding monoacyltartaric acids 2 has been shown. Several unusual cases in the acylation of 1 are observed; it has been found that two routes of acylation are possible. In the benzoylation of 1, in addition to the expected products, the formation of a previously undescribed monobenzoyltartaric anhydride 7a is reported. An unusual DME cleavage during the course of acylation was also observed.

引用

页码：1 / 12

页数：12

共 37 条

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