期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 77, 期 24, 页码 11377-11382出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo3022567
关键词
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资金
- Ministry of Science and Innovation [CTQ2008-03253]
- Xunta de Galicia [05BTF20901PR, 08CSA046209PR, 2007/XA084, CN2011/054]
- Diputacion de A Coruna
2-Methoxymethylpyrrolidine best performed, among several other proline derivatives, to control the enantioselective [3+3] annulation of beta-(hetero)aryl-alpha-nitro-alpha,beta-enals with commercial 2,2-dimethyl-1,3-dioxan-5-one, a procedure that renders highly oxygenated nitrocyclohexanes endowed with five new stereocenters. Use of this reaction allowed the development of a total synthesis of the antitumoral natural product (+)-pancratistatin; it also converted our previous racemic route to tetrodotoxin into an enantioselective one.
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