Highly diastereoselective boron and titanium mediated aldol reactions of a mannitol derived 2,3-butanediacetal ethyl ketone
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Peer-reviewed
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Authors
Ley, SV
O'Brien, Matthew
Abstract
A mannitol derived 2,3-butanediacetal ethyl ketone displays high levels of diastereoselectivity in boron and titanium mediated aldol reactions with a range of aliphatic and aromatic aldehydes to afford syn aldol products in high yield. The stereochemical outcome of the reaction was determined using J-value analysis, NMR analysis of acetoxymandelate derivatives and X-ray crystallography.
Description
Keywords
aldol, diastereoselectivity, butane-diacetal
Journal Title
Tetrahedron
Conference Name
Journal ISSN
0040-4020
1464-5416
1464-5416
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Publisher
Elsevier