Synthesis of Alkaloid 223A and a
Structural Revision

Toyooka, Naoki; Fukutome, Ayako; Nemoto, Hideo; Daly, John W.; Spande, Thomas F.; Garraffo, H. Martin; Kaneko, Tetsuo

doi:10.1021/ol025775m.s001

ol025775m_si_001.pdf (325.22 kB)

Synthesis of Alkaloid 223A and a Structural Revision

journal contribution

posted on 2002-05-09, 00:00 authored by Naoki Toyooka, Ayako Fukutome, Hideo Nemoto, John W. Daly, Thomas F. Spande, H. Martin Garraffo, Tetsuo Kaneko

Synthesis of alkaloid 223A has been achieved by sequential use of our original conjugate addition reaction to enaminoesters as the key step. The proposed structure for natural 223A (A, absolute configuration unknown) was revised to B, and the relative stereostructure was determined to be 5R*,6R*,8R*,9S* by the present synthesis.