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).
Keywords: dipolar, cycloaddition, chiral sultams, nitrile oxides, nitrones
Letters in Organic Chemistry
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).
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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
DOI https://dx.doi.org/10.2174/1570178043488644 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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