Intramolecular Conjugate Addition of Allylic Trichloroacetimidates to Cycloalkenyl Sulfones.1 A Regiospecific and Stereoselective Synthesis of Amino Alcohol Derivatives.

C. Li; P. L. Fuchs

doi:10.1055/s-1994-22952

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Synlett 1994; 1994(8): 629-630
DOI: 10.1055/s-1994-22952

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Intramolecular Conjugate Addition of Allylic Trichloroacetimidates to Cycloalkenyl Sulfones.¹ A Regiospecific and Stereoselective Synthesis of Amino Alcohol Derivatives.

C. Li^* , P. L. Fuchs

^*Department of Chemistry, Purdue University West Lafayette, Indiana 47907, U.S.A.

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Publikationsdatum:
18. September 2002 (online)

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Allylic trichloroacetimidates 2a-c generated in situ undergo intramolecular conjugate addition to vinyl sulfones to afford oxazolines 3a-c. Acid hydrolysis of the oxazolines generate vicinal cis-amino alcohol derivatives of five and six-membered rings.