Journal
ORGANIC LETTERS
Volume 11, Issue 15, Pages 3238-3241Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol9011772
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Funding
- FONDECYT [1085308]
- CNPq
- FAPESP
- PBCT [PSD-50]
- IFS [F/4195-1]
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A novel approach to the asymmetric reduction of dihydro-p-carboline derivatives to the corresponding tetrahydro-beta-carbolines is described based on the supramolecular lyophilized complex formed from beta-cyclodextrin/imines as an enzyme mimetic and palladium hydride as the reducing agent. The methodology allowed us to develop a short and efficient preparation of (R)-harmicine and (R)-deplancheine alkaloids in high overall yields and ee of 89 and 90%, respectively.
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