UNPRECEDENTED STABILITY OF DELTA-LACTONES WITH AXIAL SUBSTITUENTS RATHER THAN EQUATORIAL ONES - COMPARISON WITH THE PRELOG-DJERASSI LACTONE DERIVATIVE

被引:10
作者
MORIMOTO, Y [1 ]
MIKAMI, A [1 ]
SHIRAHAMA, H [1 ]
机构
[1] HOKKAIDO UNIV,FAC SCI,DEPT CHEM,SAPPORO,HOKKAIDO 060,JAPAN
关键词
D O I
10.1039/c39910001376
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A 1:1 mixture of the trisubstituted delta-lactones 11a and 11b was subjected to thermodynamically equilibrated conditions to give predominantly 11b with axial substituents rather than 11a with all equatorial ones, in contrast to the Prelog-Djerassi lactone derivatives 3a and 3b, and, further surprisingly, it has been found that the disubstituted lactone 10 also adopts a chair conformation with axial substituents.
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页码:1376 / 1378
页数:3
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