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Synlett 2017; 28(11): 1363-1367
DOI: 10.1055/s-0036-1558971
DOI: 10.1055/s-0036-1558971
letter
Design of Novel Hydrogen-Bonding Donor Organocatalysts and Their Application to Asymmetric Direct Aldol Reaction
Further Information
Publication History
Received: 02 February 2017
Accepted after revision: 23 February 2017
Publication Date:
15 March 2017 (online)


Abstract
Asymmetric catalytic activities of various organocatalysts bearing double hydrogen-bonding donor units showing different pK a values were examined for direct aldol reactions of cyclohexanone with aromatic aldehydes. Organocatalyst with motif exhibiting the highest acidity resulted in the corresponding aldol products with the highest enantioselectivity. A good correlation has been observed between the asymmetric catalytic activity for direct aldol reactions and acidities of double hydrogen-bonding donating units.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1558971.
- Supporting Information