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Cycloadditions of chiral anthracenes: effect of the trifluoromethyl group

โœ Scribed by Matthew S. Corbett; Xiang Liu; Amitav Sanyal; John K. Snyder

Book ID
104252837
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
177 KB
Volume
44
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Chiral anthracene template, 10-methyl-9-(1-methoxy-2,2,2-trifluoroethyl)anthracene undergoes highly diastereoselective cycloadditions with maleic anhydride and 5-acetoxy-2(5H)-furanone. Subsequent regioselective and stereoselective manipulations demonstrate the synthetic utility in conversions to enantioenriched butenolides, and elucidate the origin of diastereoselection.

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