the goodman group
university of cambridge  


   1,5-Anti Stereocontrol
1,5-Anti Stereocontrol in the Boron-Mediated Aldol Reactions of β-Alkoxy Methyl Ketones: The Role of the Formyl Hydrogen Bond
R. S. Paton and J. M. Goodman J. Org. Chem. 2008, 73, 1253-1263.
DOI: 10.1021/jo701849x

This diagram can be used to account for all the stereoselectivity results of which we are aware for this reaction.


We are grateful to Professor Reinhard Hoffmann for pointing out another example of 1,5-anti stereocontrol:
Conformational Analysis of oligo-1,3-Dioxanylmethanes
Thomas Trieselmann, Reinhard W. Hoffmann, and Karsten Menzel
Eur. J. Org. Chem. 2002, 1292-1304
DOI: 10.1002/1099-0690(200204)2002:7<1292::AID-EJOC1292>3.0.CO;2-6




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department of chemistry University of Cambridge