Acid catalyzed stereoselective rearrangement and dimerization of flavenes: synthesis of dependensin

被引:46
作者
Deodhar, Mandar [1 ]
Black, David StC [1 ]
Kumar, Naresh [1 ]
机构
[1] Univ New S Wales, Sch Chem, Sydney, NSW 2052, Australia
关键词
dimers; dependensin; acid catalyzed dimerization; benzopyranobenzopyran;
D O I
10.1016/j.tet.2007.03.173
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Appropriately substituted flavenes undergo stereoselective rearrangement and dimerization when treated with methanolic hydrochloric acid to give benzopyranobenzopyrans. A rationale for the rearrangement is proposed. This synthetic methodology has been used for a high yield synthesis of the natural product dependensin. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5227 / 5235
页数:9
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