Asymmetric 1,3-Dipolar Cycloaddition of Chiral α, β-Unsaturated-γ-Sultams with Nitrile Oxides and Nitrones

Title: Asymmetric 1,3-Dipolar Cycloaddition of Chiral α, β-Unsaturated-γ-Sultams with Nitrile Oxides and Nitrones

Volume: 1 Issue: 1

Author(s): H. Zhang, W. H. Chan, Albert W.M. Lee, P.- F. Xia and W. Y. Wong

Affiliation:

Keywords: dipolar, cycloaddition, chiral sultams, nitrile oxides, nitrones

Abstract: The scope and limitations of 1,3-dipolar cycloaddition reactions between nitrile oxides and chiral α,β-unsaturated-γ-sultams 2a and 2b have been investigated. Only very marginal diastereoselectivity was observed for the reaction. In contrast, using double asymmetric induction strategy, the cycloaddition products from 2a and chiral nitrones were obtained in better diastereomeric ratios (up to 7.1:1).

Cite this article as:

Zhang H., Chan H. W., Lee W.M. Albert, Xia F. P.- and Wong Y. W., Asymmetric 1,3-Dipolar Cycloaddition of Chiral α, β-Unsaturated-γ-Sultams with Nitrile Oxides and Nitrones, Letters in Organic Chemistry 2004; 1 (1) . https://dx.doi.org/10.2174/1570178043488644