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Lewis acid catalyzed α-functionalization of ketals for the regioselective synthesis of α-carbamoyl ketals.

Department of Chemistry and Biochemistry, University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712-1167, USA.
Organic Letters (Impact Factor: 6.14). 07/2012; 14(15):3952-4. DOI: 10.1021/ol301710w
Source: PubMed

ABSTRACT Treatment of 1 with DEAD in the presence of BF(3)·OEt(2) gave 2 (R = H), which was N-alkylated to give 2 (R = CH(2)CO(2)Et), and insitu eliminated (E1cb) to give α-carbamoyl ketals.

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