EC Number |
Reaction |
Reference |
---|
5.5.1.8 | geranyl diphosphate = (+)-bornyl diphosphate |
both steps of the coupled isomerization-cyclization sequence are initiated by ionization of an allylic diphosphate |
3774 |
5.5.1.8 | geranyl diphosphate = (+)-bornyl diphosphate |
geranyl diphosphate is first stereospecifically isomerized to linalyl diphosphate which, following rotation about C-2-B-3 to the cisoid conformer, cyclizes from the anti-endo configuration. Neryl diphosphate cyclizes either directly or via the linalyl intermediate without the attendant rotation |
3770 |
5.5.1.8 | geranyl diphosphate = (+)-bornyl diphosphate |
linalyl diphosphate is an intermediate |
3766 |
5.5.1.8 | geranyl diphosphate = (+)-bornyl diphosphate |
mechanism |
3763, 3765, 3766, 3767, 3770 |
5.5.1.8 | geranyl diphosphate = (+)-bornyl diphosphate |
reaction mechanism, overview |
714728 |
5.5.1.8 | geranyl diphosphate = (+)-bornyl diphosphate |
solely the diphosphate ester oxygen of geranyl diphosphate is involved in all the critical bonding processes in the coupled isomerization-cyclization |
3766 |