化学
酮洛芬
手性(物理)
芳基
取代基
激发态
布洛芬
光化学
立体化学
有机化学
对称性破坏
医学
手征对称破缺
物理
色谱法
量子力学
Nambu–Jona Lasinio模型
药理学
烷基
核物理学
作者
H. R. Sonawane,Nanjundiah S. Bellur,D. G. Kulkarni,N. R. Ayyangar
出处
期刊:Tetrahedron
[Elsevier]
日期:1994-01-01
卷期号:50 (4): 1243-1260
被引量:30
标识
DOI:10.1016/s0040-4020(01)80835-8
摘要
A new single-step efficient photocchemical approach for α-arylpropanoic acids (4) from α chloro-propiophenones (5) is described. It involves carbonyl triplet excited state directed 1,2-aryl migration of the aryl group which has been found to be highly dependent upon the nature of the aryl substituent. The mode of this rearrangement is probed by the study of the photobehaviour of a set of optically active α-chloro-propiophenones. The results suggest that the nature of the carbonyl triplets (n,π*/π,π*) plays an important role in the chirality transfer. This method finds application in the synthesis of optically active ibuprofen (4e) and ketoprofen (26), though in moderate optical yields.
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