216577-38-7

Upstream product

• 386748-41-0 (+)-(1S,5S)-5-isopropenyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enol 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 103-63-9 1-phenyl-2-bromoethane 
• 179259-37-1 (+)-(5S)-5-isopropenyl-2,6,6-trimethylcyclohex-2-enone 
• 216577-36-5 (1S,5S)-5-Isopropenyl-2,6,6-trimethyl-1-phenethyl-cyclohex-2-enol 
• 216577-37-6 (+)-(5S)-5-isopropenyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enone 

Downstream Products

• 216577-40-1 (1R,5S)-5-Methoxy-2,2,4-trimethyl-3-phenethyl-cyclohex-3-enecarboxylic acid 
• 216577-39-8 (+)-(1S,5R)-5-acetyl-3-(2-phenethyl)-2,4,4-trimethylcyclohex-2-enyl methyl ether 

Relevant academic research and scientific papers

Enantiospecific synthesis of B-seco-C-aromatic taxanes

A simple and efficient methodology for the enantiospecific synthesis of B-seco-C-aromatic taxanes starting from monoterpene (R)-carvone is described. Coupling of 6,6-dimethylcarvone 5 with appropriate arylethyl bromides followed by oxidation generates the enones 7, 15, 25, which are transformed into the 20-nor-B-seco-C-aromatic taxane derivatives 11, 17 and B-seco-C-aromatic taxane derivative 29 via degradation of the isopropenyl group.

Carvone based approaches to chiral functionalised B-seco-taxanes

Starting from (R)-carvone, the synthesis of chiral, functionalised C-aromatic-B-seco-taxanes and an extension to the synthesis of a B-seco-20-nortaxane derivative have been described.