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Synfacts 2011(7): 0716-0716
DOI: 10.1055/s-0030-1260515
DOI: 10.1055/s-0030-1260515
Synthesis of Heterocycles
© Georg Thieme Verlag
Stuttgart ˙ New York
Camphor-Derived Organocatalytic Synthesis of Chromanones
Z.-Q. Rong, Y. Li, G.-Q. Yang, S.-L. You*
Shanghai Institute of Organic Chemistry and Shenyang University of Chemical Technology, P. R. of China
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
17. Juni 2011 (online)
Significance
Reported is an organocatalytic Stetter reaction of salicylaldehydes, forming chromanones in high yield and with good enantioselectivity. The catalyst can also be used in other organocatalytic reactions, such as benzoin condensations, and may be synthesized in four steps from camphor using well established protocols (Y. Li, Z. Feng, S.-L. You Chem. Commun. 2008, 2263; M. S. Kerr, J. Read de Alaniz, T. Rovis J. Org. Chem. 2005, 70, 5725; Y. K. Chen, S.-J. Jeon, P. J. Walsh, W. A. Nugent Org. Synth. 2005, 82, 87). Due to the good yields and enantioselectivities achieved with this catalyst it should find use as an alternative to the already established organocatalysts.