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

页码：8558 / 8560

页数：3

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