Abstract
Several simple amino acids derived chiral sulfonamide ligands were synthesized in simple three steps. When we used these ligands in the asymmetric addition of phenylacetylene to aldehydes, the corresponding propargylic alcohols were isolated with good yields. The highest ee value was obtained up to 99%. The results proved that the backbone of the chiral source greatly influenced the enantioselectivity.
Keywords: Sulfonamide alcohol, asymmetric addition, phenylacetylene, aldehyde
Letters in Organic Chemistry
Title: The Natural Amino Acid Derived Chiral Sulfonamide Ligands in the Catalytic Asymmetric Addition of Phenylacetylene to Aldehydes
Volume: 3 Issue: 2
Author(s): Zhi-jian Han, Chao-shan Da, Li Qiu, Ming Ni, Yi-feng Zhou and Rui Wang
Affiliation:
Keywords: Sulfonamide alcohol, asymmetric addition, phenylacetylene, aldehyde
Abstract: Several simple amino acids derived chiral sulfonamide ligands were synthesized in simple three steps. When we used these ligands in the asymmetric addition of phenylacetylene to aldehydes, the corresponding propargylic alcohols were isolated with good yields. The highest ee value was obtained up to 99%. The results proved that the backbone of the chiral source greatly influenced the enantioselectivity.
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Cite this article as:
Han Zhi-jian, Da Chao-shan, Qiu Li, Ni Ming, Zhou Yi-feng and Wang Rui, The Natural Amino Acid Derived Chiral Sulfonamide Ligands in the Catalytic Asymmetric Addition of Phenylacetylene to Aldehydes, Letters in Organic Chemistry 2006; 3 (2) . https://dx.doi.org/10.2174/157017806775224161
DOI https://dx.doi.org/10.2174/157017806775224161 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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