SYNTHESIS AND C-13 NMR SPECTRAL DATA OF 4-ALPHA,5-ALPHA-EPOXYEUDESMANOLIDES AND 4-BETA,5-BETA-EPOXYEUDESMANOLIDES - CONFIGURATION AND GAMMA EFFECT OF THE OXIRANE RING

被引:16
作者
CARDA, M
SANZ, JF
MARCO, JA
机构
[1] UNIV VALENCIA,FAC CIENCIAS QUIM,DEPT QUIM ORGAN,E-46100 BURJASSOT,SPAIN
[2] COLEGIO UNIV CASTELLON,DEPT QUIM ORGAN,E-12080 CASTELLO DE PLANA,SPAIN
关键词
D O I
10.1021/jo00029a006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The epoxide eudesmanolides 14-21, which constitute epimeric pairs with respect to the configuration of the oxirane ring, have been synthesized in a stereochemically unambiguous way. Comparison of their C-12 NMR spectra with those of the parent olefins 10-13 does not, however, reveal any significant correlation between the configuration of the oxirane ring and the shifts undergone by the signals of the gamma carbon atoms C-1/C-2/C-7/C-9/C-14.
引用
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页码:804 / 811
页数:8
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