A Facile Three-Component One-Pot Synthesis of Structurally Constrained Tetrahydrofurans That Are t-RNA Synthetase Inhibitor Analogues
作者:Chong-Dao Lu、Zhi-Yong Chen、Hui Liu、Wen-Hao Hu、Ai-Qiao Mi、Michael P. Doyle
DOI:10.1021/jo0497508
日期:2004.7.1
A one-pot procedure for the efficient synthesis of tRNA inhibitor analogues was developed. Thus, three-component 1,3-dipolar cycloaddition reactions of carbonyl ylides derived from diazoindan-1,3-dione and aldehydes with other dipolarophiles in 1,1,2,2-tetrachloroethane in 80 degreesC gave ring-fused tetrahydrofurans having three stereocenters in good yield.
1,3-Dipolar cycloaddition of 2-benzylideneindan-1,3-dione ?-oxide to olefins