Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 21, Pages 5941-5947Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo00682g
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Funding
- National Natural Science Foundation of China [21921002]
- Ministry of Science and Technology of the People's Republic of China [2018ZX09711001-005-004]
- Open Research Fund of Chengdu University of Traditional Chinese Medicine Key Laboratory of Systematic Research of Distinctive Chinese Medicine Resources in Southwest China [2020LF2003]
- Science and Technology Department of Sichuan Province [2020YFS0186]
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The asymmetric total synthesis of (-)-sila-mesembranol, the silicon analog of (-)-mesembranol, was achieved in 3.3% yield over 11 steps. The chiral silicon center was enantioselectively constructed through the asymmetric expansion of a silacyclobutane ring. The synthetic (-)-sila-mesembranol exhibited better antidepressant effects in mice compared to its carbon counterpart.
Asymmetric total synthesis of (-)-sila-mesembranol, the silicon analog of the natural alkaloid (-)-mesembranol has been achieved in 3.3% yield over 11 steps. The chiral silicon center was enantioselectively constructed via the asymmetric expansion of a silacyclobutane ring. The synthetic (-)-sila-mesembranol in mice exhibits better antidepressant effects than its carbon counterpart.
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