Synthesis of gem-difluoromethylenated analogues of boronolide.
The straightforward synthesis of four gem-difluoromethylenated analogues 4-7 of boronolide is described. The key steps of the synthesis include the concise preparation of the key intermediates 12a-b through the indium-mediated gem-difluoropropargylation of aldehyde 9 with the fluorine-containing building block 11 and the efficient construction of alpha,beta-unsaturated-delta-lactones 15a-b via BAIB/TEMPO-procedure.
Lin
Jing
J
College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, 2999 North Renmin Lu, Shanghai 201620, China.
Qiu
Xiao-Long
XL
Qing
Feng-Ling
FL