Phosphine-Catalyzed Synthesis of 3-Allyl-4-pyrones by the Tandem Reaction of Diynones and Allylic Alcohols.

A simple and effective tandem reaction of diynones and allylic alcohols was developed to afford functionalized 3-allyl-4-pyrones in moderate to excellent yields. This protocol underwent a Michael addition─Claisen rearrangement─O-cyclization process, which exhibited broad substrate tolerance, high regioselectivity, and atom economy under a metal-free condition. Moreover, functional transformation of the products was also further studied.

Citation

Ya-Fang Ye, Wan-Wan Yang, Jing-Wen Zhang, Ji-Ya Fu, Jun-Yan Zhu, Yan-Bo Wang. Phosphine-Catalyzed Synthesis of 3-Allyl-4-pyrones by the Tandem Reaction of Diynones and Allylic Alcohols. The Journal of organic chemistry. 2021 Nov 05;86(21):14476-14484

Mesh Tags

Substances

PMID: 34658239

search → result