gem-Dibromocyclopropanes and enzymatically derived cis-1,2-dihydrocatechols as building blocks in alkaloid synthesis

• DOI: 10.1351/pac-con-11-07-05
• Publication Date: 2011-10-02T12:06:57Z
• Authors: Martin G. Banwell; Nadia Yuqian Gao; Xinghua Ma; Laurent Petit; Lorenzo V. White; Brett D. Schwartz; Anthony C. Willis; Ian A. Cade
• Keywords: haemultine; gem-dibromocyclopropanes; crinines; 02 engineering and technology; alkaloids; clividine; 01 natural sciences; cis-1,2-dihydrocatechols; 0104 chemical sciences; intra molecular Alder-ene reaction; hamayne; lycorinines; 0210 nano-technology

The application of the title building blocks, the 6,6-dibromobicyclo[3.1.0]hexanes and the cis-1,2-dihydrocatechols, to the total synthesis of crinine and lycorinine alkaloids is described.