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Synfacts 2006(2): 0105-0105  
DOI: 10.1055/s-2005-921774
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Aflatoxin B2

Contributor(s): Philip Kocienski
G. Zhou, E. J. Corey*
Harvard University, Cambridge, USA
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Publication History

Publication Date:
23 January 2006 (online)

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Significance

Corey has previously described the use of oxazborolidinium catalysts for the asymmetric Diels-Alder reaction (D.-H. Ryu, G. Zhou, E. J. Corey Org. Lett. 2005, 7, 1633-1636 and references therein). The synthesis of the potent mutagen Aflatoxin B2 features the first application of these catalysts to an asymmetric [3+2] cycloaddition reaction. For the only previous report of an asymmetric synthesis of Aflatoxin see: B. M. Trost, F. D. Toste J. Am. Chem. Soc. 2003, 125, 3090-3100.