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Title: Carbene-catalyzed enal γ-carbon addition to α-ketophosphonates for enantioselective access to bioactive 2-pyranylphosphonates
Authors: Sun, Jun
He, Fangcheng
Wang, Zhongyao
Pan, Dingwu
Zheng, Pengcheng
Mou, Chengli
Jin, Zhichao
Chi, Robin Yonggui
Keywords: Science::Chemistry::Organic chemistry
Issue Date: 2018
Source: Sun, J., He, F., Wang, Z., Pan, D., Zheng, P., Mou, C., . . ., Chi, R. Y. (2018). Carbene-catalyzed enal γ-carbon addition to α-ketophosphonates for enantioselective access to bioactive 2-pyranylphosphonates. Chemical Communications, 54(47), 6040-6043. doi:10.1039/C8CC03017K
Journal: Chemical Communications
Abstract: A carbene-catalyzed enantioselective [4+2] cycloaddition reaction between a,b-unsaturated aldehydes and a-ketophosphonates is developed. The reaction affords chiral 2-pyranylphosphonates with excellent enantioselectivities. The optically enriched phosphonate products bear multiple functional groups, including unsaturated lactone and phosphonate moieties that often lead to unique bio-activities. Preliminary studies show that the products from our reactions exhibit anti-bacterial (X. oryzae pv. oryzae) and anti-viral (Tobacco Mosaic Virus) activities for potential use in plant protection.
ISSN: 1359-7345
DOI: 10.1039/C8CC03017K
Schools: School of Physical and Mathematical Sciences 
Rights: © 2018 The Royal Society of Chemistry. All rights reserved. This paper was published in Chemical Communications and is made available with permission of The Royal Society of Chemistry.
Fulltext Permission: open
Fulltext Availability: With Fulltext
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