Elaboration of D-(-)-ribose into a tricyclic, natural product-like scaffold

被引：17
|
作者：
Messer, R [1 ]
Schmitz, A [1 ]
Moesch, L [1 ]
Häner, R [1 ]
机构：
[1] Univ Bern, Dept Chem & Biochem, CH-3012 Bern, Switzerland
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 24期
关键词：
D O I：
10.1021/jo048351+
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The construction of natural product-like, tricyclic compounds is reported. Starting from a D-(-)-ribose-derived dihydrofurane, the tricyclic scaffold is prepared via an intramolecular hetero-Diels-Alder reaction. The reaction proceeds with very high diastereoselectivity through an endo transition state, as established on the basis of X-ray structural analysis of the products. Further modification and derivatization of the obtained products is described.
引用
收藏
页码：8558 / 8560
页数：3
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