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The Natural Amino Acid Derived Chiral Sulfonamide Ligands in the Catalytic Asymmetric Addition of Phenylacetylene to Aldehydes

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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; aldehyde; asymmetric addition; phenylacetylene

Document Type: Research Article

Affiliations: Department of Biochemistry & Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou 730000, China.

Publication date: 2006-02-01

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.
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