Synthetic approaches towards a new class of strained "lactenediynes"

被引:8
作者
Banfi, Luca [1 ]
Basso, Andrea
Guanti, Giuseppe
Paravidino, Monica
Riva, Renata
Scapolla, Carlo
机构
[1] Dept Chem & Ind Chem, Via Dodecaneso 31, I-16146 Genoa, Italy
[2] Univ Genoa, Ctr Excellence Biomed Res, Dept Expt Med, Biochem Sect, I-16132 Genoa, Italy
关键词
enediynes; beta-lactams; azetidinones;
D O I
10.3998/ark.5550190.0007.603
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The paper described two alternative synthetic approaches towards a new class of strained "lactenediynes", compounds where a 10-membered enediyne ring is fused with a beta-lactam. Although the two alternative syntheses were successful up to the last step, the cyclization to give the desired products failed in both cases, probably because of excessive steric strain in the products. In one of the two approaches ( which was the most efficient one in terms of overall yield) a mixture of diastereoisomeric cyclodimers was isolated in moderate yield. A certain degree of stereoselectivity was observed. These compounds may be interesting as new supramolecular systems.
引用
收藏
页码:15 / 39
页数:25
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