A polymer-assisted solution-phase strategy for the synthesis of fused [2,1-b]quinazolinones and the preparation of optically active vasicinone

被引:20
|
作者
Kamal, Ahmed [1 ]
Devaiah, V. [1 ]
Shankaraiah, N. [1 ]
Reddy, K. Laxma [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem, Biotransformat Lab, Hyderabad 500007, Andhra Pradesh, India
关键词
polymer-supported reagents; fused [2,1-b]quinazolinones; oxidations; vasicinone;
D O I
10.1055/s-2006-951482
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient preparation of fused [2,1-b]quinazolinones has been developed utilizing polymer-supported reagents. (+/-)Vasicitione was converted into its dione by oxidation with poly (4-vinylpyridiniumdichromate). An efficient method has been developed for the synthesis of (d)- and (l)-vasicinone via asymmetric reduction of pyrrolo[2,1-b]quinazoline-3,9-dione by employing NaBH4/Me3SiCl as the reducing agent and polymer-supported chiral sulfonamide as catalyst.
引用
收藏
页码:2609 / 2612
页数:4
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    Kamal, Ahmed
    Shankaraiah, N.
    Devaiah, V.
    Reddy, K. Laxma
    TETRAHEDRON LETTERS, 2006, 47 (51) : 9025 - 9028