Synthesis of the Tetracyclic ABCD Ring Systems of Madangamines D-F

被引:18
|
作者
Diaba, Faiza [1 ]
Pujol-Grau, Climent [1 ]
Martinez-Laporta, Agustin [1 ]
Fernandez, Israel [2 ]
Bonjoch, Josep [1 ]
机构
[1] Univ Barcelona, Fac Farm, IBUB, Lab Quim Organ, E-08028 Barcelona, Spain
[2] Univ Complutense Madrid, Fac Ciencias Quim, Dept Quim Inorgan 1, E-28040 Madrid, Spain
关键词
1ST ENANTIOSELECTIVE SYNTHESIS; DIAZATRICYCLIC CORE; RADICAL CYCLIZATION; CLOSING METATHESIS; MARINE ALKALOIDS; CONCISE APPROACH; TRICYCLIC CORE; STEREOCHEMISTRY; ALKENES; ROUTE;
D O I
10.1021/ol503586d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of the tetracyclic cores of madangamines D-F was achieved, featuring a reductive radical process from an ethoxycarbonyldichloroacetamide to build the morphan nucleus, a Mitsunobu-type aminocyclization toward the common diazatricyclic intermediate, and ring-closing metathesis reactions for the macrocyclization step leading to the 13- to 15-membered rings.
引用
收藏
页码:568 / 571
页数:4
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