Total synthesis of suaveoline and norsuaveoline via intramolecular oxazole-olefin Diels-Alder reaction

被引:36
作者
Ohba, M [1 ]
Natsutani, I
Sakuma, T
机构
[1] Kanazawa Univ, Adv Sci Res Ctr, Kanazawa, Ishikawa 9201192, Japan
[2] Kanazawa Univ, Fac Pharmaceut Sci, Kanazawa, Ishikawa 9201192, Japan
关键词
alkaloids; amino acids and derivatives; Diels-Alder reactions; indoles; oxazoles;
D O I
10.1016/j.tetlet.2004.06.108
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Total synthesis of two Rauwolfia alkaloids, suaveoline (1) and norsuaveoline (2), has been achieved through a highly stereoselective route starting from L-tryptophan methyl ester (9) and exploiting the intramolecular Diels-Alder reaction of the oxazole-olefin 16. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6471 / 6474
页数:4
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