Reinvestigation of the dimerisation process forming isoglaucanic acid

被引:28
作者
Baldwin, JE [1 ]
Beyeler, A [1 ]
Cox, RJ [1 ]
Keats, C [1 ]
Pritchard, GJ [1 ]
Adlington, RM [1 ]
Watkin, DJ [1 ]
机构
[1] Dyson Perrins Lab, Oxford OX1 3QY, England
关键词
D O I
10.1016/S0040-4020(99)00360-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The base catalysed dimerisation of 2-[(E)-1'-pentenyl]-3-methyl maleic anhydride has been extensively reinvestigated and the relative stereochemistry of an isoglaucanic acid derivative product has been determined by X-ray crystallography. The dimerisation process has been improved and the work up has been simplified, doubling the yield. Further co-products have been isolated and characterised from which a stepwise mechanism is proposed. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7363 / 7374
页数:12
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