Wender's synthesis of this compound starts by oxidizing alpha-pinene to verbenone. This molecule contains an oxetane ring bonded to its 6-8-6 tricyclic ring. An asymmetrical synthesis of this compound's C-13 side chain, using a lithium-chiral ester enolate-imine cyclocondensation and Whitesell's chiral auxiliary, is followed by Ojima's "beta lactam synthon method" to attach this compound's N-benzoyl-(2R,3S)-3-phenylisoserine side chain to a precursor. Commercially, this compound is created via semisynthesis from (*) 10-deacetyl-baccatin III. Robert Holton barely beat Kyriacos Nicolaou to the f
Wender's synthesis of this compound starts by oxidizing alpha-pinene to verbenone. This molecule contains an oxetane ring bonded to its 6-8-6 tricyclic ring. An asymmetrical synthesis of this compound's C-13 side chain, using a lithium-chiral ester enolate-imine cyclocondensation and Whitesell's chiral auxiliary, is followed by Ojima's "beta lactam synthon method" to attach this compound's N-benzoyl-(2R,3S)-3-phenylisoserine side chain to a precursor. Commercially, this compound is created via semisynthesis from (*) 10-deacetyl-baccatin III. Robert Holton barely beat Kyriacos Nicolaou to the first total synthesis of this compound, in the most hotlycontested race in organic chemistry history. For 10 points, name this anti-cancer drug that functions as a microtubule inhibitor and was isolated from the bark of the pacific yew.
Wender's synthesis of this compound starts by oxidizing alpha-pinene to verbenone.
taxol [or: paclitaxel; prompt on: taxanes]