Total synthesis of penmacric acids via an intermolecular radical addition reaction

被引:4
|
作者
Ueda, Masafumi [1 ]
Ono, Ayako [1 ]
Nakao, Dai [1 ]
Matsuno, Kenji [2 ]
Naito, Takeaki [1 ]
Miyata, Okiko [1 ]
机构
[1] Kobe Pharmaceut Univ, Higashinada Ku, Kobe, Hyogo 6588558, Japan
[2] Okayama Univ, Grad Sch Med Dent & Pharmaceut Sci, Okayama 7008530, Japan
关键词
Penmacric acid; Total synthesis; Radical reaction; Amino acid; 1ST TOTAL-SYNTHESIS; ASYMMETRIC-SYNTHESIS; FORMAL SYNTHESIS; AQUEOUS-MEDIA; AMINO-ACID; DEOXYGENATION; CONVERSION; ALCOHOLS; IMINES; ETHER;
D O I
10.1016/j.tet.2013.06.006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total syntheses of penmacric acid and its three stereoisomers were accomplished through the intermolecular radical addition reaction of the 4-pyrrolidyl radical derived from trans-4-hydroxy-L-proline. Furthermore, 1',3-diepi-penmacric acid was synthesized stereoselectively via double stereoinduction in the radical reaction. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6866 / 6874
页数:9
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