Syntheses of (-)-hygrine and (-)-norhygrine via Wacker oxidation

被引:23
作者
Majik, Mahesh S. [1 ]
Tilve, Santosh G. [1 ]
机构
[1] Goa Univ, Dept Chem, Taleigao Plateau 403206, Gao, India
关键词
TROPANE ALKALOIDS; TROPIC ACID; BIOSYNTHESIS; REARRANGEMENT; DISCOVERY; OLEFINS; AMINES;
D O I
10.1016/j.tetlet.2010.03.098
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Hygrine is an important biosynthetic intermediate for tropane alkaloids. A synthesis of (-)-hygrine starting from L-proline is described. The acetonyl side chain of hygrine was fashioned through the Wittig reaction followed by regioselective Wacker oxidation. In addition, this Letter provides the first synthesis of (-)-norhygrine. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2900 / 2902
页数:3
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