PSEUDOGUAIANOLIDES FROM INTRAMOLECULAR CYCLOADDITIONS OF ARYL DIAZOKETONES - SYNTHESIS OF (+/-)-CONFERTIN AND AN APPROACH TO THE SYNTHESIS OF (+/-)-DAMSIN

被引：31

作者：

KENNEDY, M ^{[1
]}

MCKERVEY, MA ^{[1
]}

机构：

[1] NATL UNIV IRELAND UNIV COLL CORK,DEPT CHEM,CORK,IRELAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 10期

关键词：

D O I：

10.1039/p19910002565

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rhodium(II) mandelate-catalysed cyclisation of alpha-diazoketones derived from 3-arylpropionic acids produces bicyclo[5.3.0]decatrienones, one of which has been used to synthesise an advanced (+/-)-confertin intermediate in six stages and 20% overall yield. The possibility of constructing intermediates for the synthesis of damsin-like pseudoguaianolides via catalysed diazoketone cyclisation is also examined and methods for the construction of polyfunctional 3-arylpropionic acids suitable for use as damsin precursors are presented.

引用

页码：2565 / 2574

页数：10

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