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ChemInform Abstract: Diastereoselective 1,6-Additions of Lithium Amides to Naphthyloxazolines. A Route to Novel δ-Amino Acid Derivatives.

✍ Scribed by M. SHIMANO; A. I. MEYERS


Publisher
John Wiley and Sons
Year
2010
Weight
35 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis


Diastereoselective 1,6-Additions of Lithium Amides to Naphthyloxazolines. A Route to Novel δ-Amino Acid Derivatives.

-The title reaction is performed with oxazolines such as (I), which may be useful for the synthesis of novel aminocarboxylic acids such as (IX) . In the case of methyl iodide or triflate as electrophile a higher amount of the other diastereomer (XI) is observed. It is noteworthy that DMPU instead of HMPA as cosolvent mainly gives starting material and no meaningful levels of the desired 1,6-adduct. The structure of compounds such as (V) is determined by X-ray analysis.


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