4.2.3.37 | (2E,6E)-farnesyl diphosphate = (+)-epi-isozizaene + diphosphate |
ionization and isomerization of farnesyl diphosphate will give (3R)-nerolidyl diphosphate. Rotation about the newly generated C-2/C-3 bond generates the corresponding cisoid nerolidyl diphosphate conformer which can undergo ionization and cyclization to form a bisabolyl cation. Following 1,2-hydride shift and spirocyclization, the resultant acorenyl cation can undergo further cyclization, ring contraction, methyl migration, and deprotonation to yield (+)-epi-isozizaene |
-, 687275 |