SYNTHETIC APPROACHES TO PHORBOLS VIA THE INTRAMOLECULAR DIELS-ALDER REACTIONS OF FURANS (IMDAF) - OXYGEN BRIDGE CLEAVAGE AND HIGH STEREOCONTROL DURING CYCLOADDITION USING ALPHA'-BENZYLTHIO SUBSTITUTED FURAN SUBSTRATES

被引:39
作者
HARWOOD, LM [1 ]
ISHIKAWA, T [1 ]
PHILLIPS, H [1 ]
WATKIN, D [1 ]
机构
[1] UNIV OXFORD,CHEM CRYSTALLOG LAB,OXFORD OX1 3PD,ENGLAND
关键词
D O I
10.1039/c39910000527
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
High pressure mediated IMDAF of the alpha'-benzylthiofuran substrate 1 results in efficient and highly stereoselective cycloaddition; subsequent epimerisation of the cycloadduct 6 is regiospecific and the oxygen bridge may be opened by elimination or hydrolysis.
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页码:527 / 530
页数:4
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