Talk:Chiral auxiliary

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Above undated message substituted from Template:Dashboard.wikiedu.org assignment by PrimeBOT (talk) 17:33, 16 January 2022 (UTC)

Introduction
Is there a source for this statement:

Chiral auxiliaries were introduced by E.J. Corey in 1978 with chiral 8-phenylmenthol and by B.M. Trost in 1980 with chiral mandelic acid.

The reference for Corey's route to optically active prostaglandins is from 1975. Also, I don't think the sentence discussing the difficulty of preparing 8-phenylmenthol needs to be in the introduction of the article. That chemistry is discussed in the 8-phenylmenthol section. Jammercer (talk) 18:35, 13 January 2013 (UTC)

Pseudoephedrine figure
I removed this figure:



The stereochemistry in the auxiliary is incorrect. All of the information from this figure and the work from the Myers references are included in the other figures in the section. Jammercer (talk) 18:35, 13 January 2013 (UTC)

In the model for the stereoselectivity of the Evans Chiral auxillary, I believe that the large oxazole should not be placed in the axial position in the Zimmerman-Traxler transition state. — Preceding unsigned comment added by 130.209.157.25 (talk) 22:27, 24 January 2013 (UTC)

Camphorsultam
A minor corrections is needed to fix the structure of one of the building blocks (the sultam) from the nitrile to isonitrile, which is what actually reacts. Otherwise, the figure doesnt make much sense. — Preceding unsigned comment added by Ogoor36 (talk • contribs) 18:06, 22 August 2023 (UTC)

Major-ish edit suggestion
I suggest editing the tery-butylsulfinamide section significantly, changing it to a general section on chiral sulfinamides, with 2 sub-sections on Ellman's and Davis'. Keeping it simple but more condensed, and linking back to the respective pages on sulfinamides in general and both auxiliaries (the p-toluenesulfinamide is currently being built) for further details. Will get round to doing this within a few weeks. RRBinwood (talk) 16:06, 19 January 2020 (UTC)