Journal
CHEMICAL COMMUNICATIONS
Volume 54, Issue 47, Pages 6040-6043Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc03017k
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Funding
- National Natural Science Foundation of China [21772029, 21472028]
- National Key Technologies RD Program [2014BAD23B01]
- Thousand Talent Plan
- the 10 Talent Plan (Shicengci) of Guizhou Province
- Guizhou Province Returned Oversea Student Science and Technology Activity Program, Guizhou University (China)
- Singapore National Research Foundation [NRF-NRFI2016-06]
- Ministry of Education of Singapore [MOE2013-T2-2-003, MOE2016-T2-1-032, RG108/16]
- A*STAR Individual Research Grant [A1783c0008]
- Nanyang Research Award Grant
- Nanyang Technological University
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A carbene-catalyzed enantioselective [4+2] cycloaddition reaction between ,-unsaturated aldehydes and -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.
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