Natural product synthesis with unnatural results:: Characterization of a novel fused imidazolidinone tetrahydropyrroloindole ring system by long-range 1H-15N 2D-NMR

被引:5
作者
Hadden, CE
Richard, DJ
Joullié, MM
Martin, GE
机构
[1] Pharmacia Corp, Rapid Struct Characterizat Grp, Global Pharmaceut Sci, Kalamazoo, MI 49001 USA
[2] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
关键词
D O I
10.1002/jhet.5570400227
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthetic efforts towards the indole alkaloid natural product roquefortine C resulted in the formation of an unknown intermediate. Elucidation of the structure of this molecule relied on the use of long-range H-1-N-15 2D-NMR. Computational predictions were used to facilitate the location of weak responses in long-range H-1-C-13 HMBC spectra. These methods provided conclusive evidence that this compound possessed a novel tetracycle. The complete H-1, C-13, and N-15 chemical shift assignments of this unique fused imidazolidinone tetrahydropyrroloindole derivative are reported.
引用
收藏
页码:359 / 362
页数:4
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