224315-51-9Relevant articles and documents
Synthesis of 2,3-disubstituted indoles by radical cyclization with hypophosphorous acid and its application to total synthesis of (±)-catharanthine
Reding, Matthew T.,Kaburagi, Yosuke,Tokuyama, Hidetoshi,Fukuyama, Tohru
, p. 313 - 330 (2007/10/03)
Radical cyclization of o-alkenylthioanilides using hypophosphorous acid and AIBN in the presence of Et3N proceeded smoothly to furnish the corresponding 2,3-disubstituted indoles in high yields. Utilizing the newly developed cyciization condition, a stereocontrolled total synthesis of (±)-catharanthine has been completed.
Stereocontrolled total synthesis of (±)-catharanthine via radical-mediated indole formation
Reding, Matthew T.,Fukuyama, Tohru
, p. 973 - 976 (2008/02/09)
(matrix presented) A stereocontrolled total synthesis of (±)-catharanthine, 1, has been completed. The key step involves the radical-mediated cyclization of a highly functionalized intermediate to furnish the corresponding indole. The cyclization utilizes