Talk:Wender Taxol total synthesis

From WikiProjectMed
Jump to navigation Jump to search

In scheme "Synthesis C ring": There is a Grignard reagens drawn in the reaction from 5 to 6, it should be in the reaction from 6 to 7... Christian75 12:54, 7 July 2007 (UTC)[reply]

The D-ring should be and oxorane; its currently shown in the title pane and the synthetic scheme as a cyclobutyl.

Alanmartin.msc (talk) 20:59, 18 June 2010 (UTC)[reply]

  • All image issues have been taken care of, thanks for the notification. V8rik (talk) 19:14, 20 June 2010 (UTC)[reply]

Wrong explanation is fixed

It was written that "Construction of ring B started with abstraction of the vinylic enone proton by potassium tert-butoxide followed by nucleophilic displacement of the bromine atom in prenyl bromide 2 to form diene 3." Such reactions (i.e. abstraction of vinylic protons) are impossible.

The right explanation is much simpler - the proton is eliminated from pendant methyl group of verbenone (and not from vinylic alpha-position), and then the anion is alkylated in the desired position. --Krasss (talk) 16:04, 22 December 2015 (UTC)[reply]