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A formal [4+1] cycloaddition reaction of Baylis-Hillman bromides with sulfur ylides: facile access to α-alkenyl lactones

Hua, Ting-Bi; Ma, Yu-Hong; He, Xiao-Yu; Wang, Long*; Yan, Jia-Ying*; Yang, Qing-Qing*
Science Citation Index Expanded
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摘要

A formal [4 + 1] cycloaddition reaction of Baylis-Hillman adducts with sulfur ylides has been developed for the first time. This protocol features high functional group tolerance and provides facile access to biologically interesting alpha-alkenyl lactones with generally high yields. Meanwhile, the DFT calculation of the pathways has also been performed.

关键词

METHYLENE-GAMMA-BUTYROLACTONES QUINONE METHIDES ENANTIOSELECTIVE SYNTHESIS CYCLIZATION REACTIONS ANNULATION REACTION DELTA-LACTONES 2,3-DIHYDROBENZOFURANS CONSTRUCTION METATHESIS REDUCTION