期刊
ORGANIC LETTERS
卷 14, 期 10, 页码 2492-2495出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol300779x
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资金
- EPSRC
- AstraZeneca
- NSERC of Canada
- Rhodes Trust
- University of Oxford
A new family of bifunctional H-bond donor phase-transfer catalysts derived from cinchona alkaloids has been developed and evaluated in the enantio- and diastereoselective nitro-Mannich reaction of in situ generated N-Boc-protected imines of aliphatic, aromatic, and heteroaromatic aldehydes. Under optimal conditions, good reactivity and high diastereoselectivities (up to 24:1 dr) and enantioselectivities (up to 95% ee) were obtained using a 9-amino-9-deoxyepiquinidine-derived phase-transfer catalyst possessing a 3,5-bis(trifluoromethyl)phenylurea H-bond donor group at the 9-position.
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