Journal
ORGANIC LETTERS
Volume 21, Issue 10, Pages 3750-3754Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01198
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Funding
- Uehara Memorial Foundation
- Tokyo Biochemical Research Foundation
- Ube industries foundation
- Inohana Foundation (Chiba University)
- Pharmaceutical Society of Japan
- Chiba University SEEDS Fund
- JSPS KAKENHI [JP18K05098, 18H02550]
- Grants-in-Aid for Scientific Research [18H02550] Funding Source: KAKEN
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Although (+)-catharanthine is an attractive alkaloid for both clinical research and organic synthetic chemistry, only a limited number of approaches for its catalytic asymmetric synthesis exist. Herein, we describe a novel strategy for synthesizing a chiral intermediate of (+)-catharanthine via phosphoric acid-catalyzed asymmetric desymmetrization of a meso-isoquinuclidine possessing a 1,3-diol unit that was synthesized by a formal amide insertion reaction.
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