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Synlett 1997; 1997(4): 390-392
DOI: 10.1055/s-1997-798
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Stereocontrolled Mukaiyama-type Aldol Reaction of Siloxypyrroles Derived from (S)-Glutamic Acid

Hidemitsu Uno, Jack E. Baldwin* , Ian Churcher, Andrew T. Russell
  • *The Dyson Perrins Laboratory and The Oxford Centre for Molecular Sciences, South Parks Road, Oxford OX1 3QY, UK, Fax +44 1865 275674
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Publication Date:
31 December 2000 (online)

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The stereochemistry of the Lewis acid catalysed Mukaiyama-type aldol reaction of 5-tert-butyldimethylsiloxy-3-phenyl-1H-pyrrolo[1,2-e]oxazoles with isobutyraldehyde was dependant on the nature of the Lewis acid, SnCl4 and BF3•OEt2 giving predominantly isomeric products.

lactacystin - Mukaiyama aldol - stereoselective - siloxypyrrole