Reaction of the levoglucosenone Diels-Alder adducts with acetaldehyde under the McMurry conditions

被引：3

作者：

Faizullina, Lilia Kh ^{[1
]}

Tagirov, Artur R. ^{[1
]}

Salikhov, Shamil M. ^{[1
]}

Valeev, Farid A. ^{[1
]}

机构：

[1] Russian Acad Sci, Ufa Inst Chem, Ufa Fed Res Ctr, Ufa 450054, Russia

来源：

MENDELEEV COMMUNICATIONS | 2022年 / 32卷 / 01期

关键词：

levoglucosenone; Diels-Alder adducts; acetaldehyde; acetals; McMurry reaction; pinacol reaction; STEREOSELECTIVE SYNTHESIS; TITANIUM; CYCLOADDITION; DERIVATIVES; KETONES;

D O I：

10.1016/j.mencom.2022.01.032

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reactions of acetaldehyde with Diels-Alder adducts of levoglucosenone with butadiene, isoprene, and cyclohexadiene assisted by low-valence titanium afford products of acetaldehyde addition to the acetal center with opening of the 1,6-anhydro bridge. In the case of the cyclopentadiene adduct, the reaction gives the product of addition of the ethyl substituent to the acetal center while the 1,6-anhydro bridge remains unchanged.

引用

页码：100 / 102

页数：3

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