Carbonylation of Alkynyl Epoxides: Synthesis of 5-Hydroxy-2,3-dienoate Esters and 2,3-Dihydrofuran-3-ol Derivatives
摘要:
The carbonylation of alkynyl oxiranes catalyzed by (MePh2)(4)Pd in the presence of 20 atm of carbon monoxide in methanol gives methyl 5-hydroxy-2,3-pentadienoates in good yields. When the reaction is performed on alkynyl oxiranemethanol derivatives, 4,5-dihydrofuran-3-ol derivatives are obtained stereoselectively. These products arise from the spontaneous cyclization of a dihydroxyallenyl ester intermediate.
Copper‐Catalyzed Remote Enantioselective Sulfonylation of Yne‐Allylic Esters with Sodium Sulfinates
作者:Meng‐Die Li、Zi‐Han Wang、Hui Zhu、Xin‐Ru Wang、Jia‐Run Wang、Tao‐Yan Lin
DOI:10.1002/anie.202313911
日期:2023.12.21
An enantioselective copper-catalyzed reaction was developed for the sulfonylation of yne-allylic esters with sodiumsulfinates. Salient features of this practical method include readily available starting materials, mild reaction conditions, excellent regio-, enantio- and diastereoselectivity, as well as broad substrate scope.