Enantioselective equilibration-access to chiral aldol adducts of mandelic acid esters

Organic Letters

Volumn 8, Issue 23, 2006, Pages 5353-5355

  Scholtis, Stefan ^a   Ide, Andreas ^a   Mahrwald, Rainer ^a  

^a HUMBOLDT UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33845245590     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062252w     Document Type: Article

References (37)

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28. 4 also indicate a racemization. An exhaustive racemization of 3a at room temperature was detected after 15 min. Currently, we are not able to discriminate between a racemization of chiral aldol products and a racemic aldol addition.
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37. Support for this proposed model is given by transition-state models of intramolecular ester hydrolysis, See: Brown, R. S.; Aman, A. J. Org. Chem. 1997, 62, 4816-4820.