Stereospecific Synthesis of alpha-Substituted syn-alpha,beta-Diamino Acids by the Diaza-Cope Rearrangement
Diaza-Cope rearrangement is used to make a variety of alpha-substituted syn-alpha,beta-diamino acids. The rearrangement takes place with complete transfer of stereochemical integrity (>97% de and >98% ee) giving only one of four possible stereoisomers as determined by X-ray crystallography, (1)H NMR, and chiral HPLC. The observed stereospecificity can be explained in terms of DFT computation. This represents the first 1,4-diaza-Cope rearrangement with a ketone.
- Publisher
- AMER CHEMICAL SOC
- Issue Date
- 2009-11
- Language
- English
- Article Type
- Article
- Citation
ORGANIC LETTERS, v.11, no.22, pp.5258 - 5260
- ISSN
- 1523-7060
- Appears in Collection
- CH-Journal Papers(저널논문)
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