A TOTAL SYNTHESIS OF RACEMIC AND OPTICALLY-ACTIVE TERREIN (TRANS-4,5-DIHYDROXY-3-[(E)-1-PROPENYL]-2-CYCLOPENTEN-1-ONE)

被引：54
作者：
KOLB, HC [1 ]
HOFFMANN, HMR [1 ]
机构：
[1] UNIV HANOVER,DEPT ORGAN CHEM,W-3000 HANOVER,GERMANY
来源：
TETRAHEDRON-ASYMMETRY | 1990年 / 1卷 / 04期
关键词：
D O I：
10.1016/S0957-4166(00)86329-6
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Two routes to terrein (1), employing a novel ring contraction of 6-alkoxy-2,3-dihydro-6H-pyran-3-ones (5, 13) are described. Separation into enantiomers was carried out by classical resolution via diastereomeric camphanic acid ester intermediates (14, 15). A new method for cleavage of the 2-(trimethylsilyl)ethyl protecting group in the presence of acid and base sensitive functionality is reported. © 1990.
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页码：237 / 250
页数：14
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