Transition-metal free reactions of boronic acids: cascade addition - ring-opening of furans towards functionalized γ-ketoaldehydes

被引：11
|
作者：
Roscales, S. [1 ]
Csaky, A. G. [1 ]
机构：
[1] Univ Complutense, Inst Pluridisciplinar, Campus Excelencia Int Moncloa, E-28040 Madrid, Spain
来源：
CHEMICAL COMMUNICATIONS | 2016年 / 52卷 / 14期
关键词：
BOND-FORMING REACTIONS; CARBOXYLIC-ACIDS; REARRANGEMENT; ARYL; STRATEGY; AMINES;
D O I：
10.1039/c5cc08809g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We describe the first ring-opening of furfuryl alcohols with boronic acids to afford functionalized gamma-ketoaldehydes. The transformation builds a new C-C bond at the original C-4 of the starting furan, and tolerates ring-substitution at C-3 and C-4 positions. The reaction takes place under metal-free conditions by promotion with tartaric acid.
引用
收藏
页码：3018 / 3021
页数：4
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