Asymmetric Synthesis of. BETA.-Amino Acids by Addition of Chiral Enolates to Nitrones via N-Acyloxyiminium Ions.

T Kawakami, H Ohtake, H Arakawa, T Okachi…

文献索引：Kawakami; Ohtake; Arakawa; Okachi; Imada; Murahashi Bulletin of the Chemical Society of Japan, 2000 , vol. 73, # 11 p. 2423 - 2444

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被引用次数: 38

摘要

N-Acyloxyiminium ions, generated by the reaction of nitrones with acyl halides, are highly reactive species and undergo facile reaction with a wide range of nucleophiles, such as ketene silyl acetals, titanium (IV) and boron enolates, hydrido-and allyltin (IV) reagents, and alkynyltitanium (IV) reagents, to give α-substituted amine derivatives. Optically active β- amino acids can be prepared by the reaction of N-acyloxyiminium ions with both boron ...