Talk:Todd:Catalytic, Asymmetric Pictet-Spengler Reaction

From OpenWetWare
Revision as of 04:40, 19 January 2012 by Matthew Todd (talk | contribs)
Jump to navigationJump to search

Use this page for discussion. Preface questions/comments with initials.


Archived/inactive discussions:

1. KAB attempt to understand 2000 Koomen OrgLett (archived since this paper no longer included)

The figure for Table 1 gives diasteromeric ratios. Where are the diastereomers? I only the possibility for enantiomers in the product. Where's the other stereogenic centre?

They also mentioned "hydrolysis of the starting material" numerous times. I'm assuming they mean hydrolysis of the N-S bond (there doesn't seem any other reasonable place for hydrolysis of the SM to occur), but I just wanted to check.

Interesting that the chirality of CSA doesn't affect the ee. Unlike the conjugate BINOL base acting as the counterion in Dixon 2010.