Jump to content

Talk:Wender Taxol total synthesis

Page contents not supported in other languages.
From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Krasss (talk | contribs) at 16:00, 22 December 2015 (→‎Wrong explanation is fixed: new section). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

WikiProject iconChemistry Start‑class Mid‑importance
WikiProject iconThis article is within the scope of WikiProject Chemistry, a collaborative effort to improve the coverage of chemistry on Wikipedia. If you would like to participate, please visit the project page, where you can join the discussion and see a list of open tasks.
StartThis article has been rated as Start-class on Wikipedia's content assessment scale.
MidThis article has been rated as Mid-importance on the project's importance scale.

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]

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.