期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 133, 期 15, 页码 5740-5743出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja200988c
关键词
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资金
- MICINN [CTQ2008-00763/BQU]
- Generalitat de Catalunya [2009SGR 00901]
- IRB Barcelona
- Enantia
A highly diastereoselective and efficient synthesis of P-stereogenic bulky alkyl and aryl aminophosphines that relies on ring opening of tert-butyl-oxazaphospholidine 2 is described. Ring opening with several organometallic reagents takes place with inversion of configuration at the phosphorus center as it has been demonstrated by X-ray analysis of two ring-opened intermediates. The unprecedented reactivity observed is attributed to the presence of a free NH functionality that facilitates the attack of the organometallic reagent in an S(N)2@P-type process.
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