Chemoenzymatic synthesis of pyrrolo[2,1-b]quinazolinones:: Lipase-catalyzed resolution of vasicinone

被引:89
作者
Kamal, A [1 ]
Ramana, KV [1 ]
Rao, MV [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem 1, Hyderabad 500007, Andhra Pradesh, India
关键词
D O I
10.1021/jo0011484
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile synthesis of bronchodilatory pyrrolo [2,1-b] quinazoline alkaloids by azidoreductive cyclization strategy employing TMSCl-NaI and bakers' yeast is described. Both the chemical and enzymatic methods are mild and take place at room temperature in good yields. Further, synthesis and resolution of vasicinone has been carried out by employing different lipases. It has been observed that lipase PS provides acetate of (S)-vasicinone in 98% ee.
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收藏
页码:997 / 1001
页数:5
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