Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 16, Issue 4, Pages 625-634Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob02726e
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Funding
- National Natural Science Foundation of China [21602252, 81725020]
- Science and Technology Commission of Shanghai Municipality [17XD1404700]
- Natural Science Basic Research Plan in Shaanxi Province [2016JQ8006]
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Using proline as the catalyst, an organocatalytic Michael-aldol cascade reaction was developed for the synthesis of spiro-tetrahydrothiopyran oxindoles. The highly functionalized scaffold was assembled in moderate to good yields (51-78%) and excellent diastereoselectivities (>20:1 dr). Interestingly, the oxindoles displayed moderate to good in vitro antitumor activities and were validated as p53-MDM2 inhibitors, which represented promising lead compounds for antitumor drug discovery.
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