J. Marino, S. Bogdan, K. Kimura
Jul 1, 1992
Citations
0
Influential Citations
69
Citations
Journal
Journal of the American Chemical Society
Abstract
The total synthesis of naturally occuring (-)-physostigmine is described. The key element for the asymmetric induction is the chirality transfer from optically active 2-(alkylsulfinyl)indoles to indoline butyrolactones bearing two chiral centers. Novel features of this synthesis involve the use of a new class of sulfoxylating agents, N-(alkylsulfinyl)oxazolidinones, to prepare the starting indolyl sulfoxides and the correlation of the size of the alkyl group on the sulfoxide with the degree of asymmetric induction