Factors influencing the stereoselectivity in the cycloaddition of imino-dienophiles derived from amino ethers, amino alcohols, and amino acid esters

Imino dienophiles derived from amino ethers, amino alcohols and amino esters undergo Lewis acid promoted cycloaddition with Danishefsky's diene. Cyclic chelation between the imine and oxygen atom increases the stereoselectivity of the reaction. Graphic

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Bibliographic Details
Published inTetrahedron letters Vol. 34; no. 37; pp. 5827 - 5830
Main Authors Devine, Paul N., Reilly, Michael, Oh, Taeboem
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 10.09.1993
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Summary:Imino dienophiles derived from amino ethers, amino alcohols and amino esters undergo Lewis acid promoted cycloaddition with Danishefsky's diene. Cyclic chelation between the imine and oxygen atom increases the stereoselectivity of the reaction. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(00)73790-7