Regio‐ and Stereoselective Chan‐Lam‐Evans Enol Esterification of Carboxylic Acids with Alkenylboroxines
作者:Luuk Steemers、Linda Wijsman、Jan H. van Maarseveen
DOI:10.1002/adsc.201800914
日期:2018.11.5
Efficient and scalable Cu(II)‐mediated enol esterification methodology of carboxylic acids from alkenyl boroxines and boronic acids is presented. The reaction shows a wide scope in aliphatic and aromatic carboxylic acids in combination with several alkenyl boroxines. In the case of 2‐substituted alkenyl boroxines the double bond configuration was fully retained in the enol ester product. Also N‐hydroxyimides
提出了一种高效,可扩展的Cu(II)介导的
烯基环
硼氧烷和
硼酸羧酸的
烯醇
酯化方法。该反应在
脂肪族和芳香族
羧酸与几种
烯基环
硼氧烷化合物的组合中显示出广泛的范围。对于2取代的
烯基
硼氧烷,双键构型完全保留在
烯醇
酯产品中。N-羟基
酰亚胺和
酰亚胺也可以在相应的酰
氧基
乙烯基烯醇醚和
乙烯基酰胺中转化。最后,除甲
硫氨酸外,所有其他19种规范
氨基酸都显示出它们的相容性,从而以立体选择性方式生成
烯醇
酯。