Intramolecular diels-alder reactions of siloxacyclopentene constrained trienes

被引：19

作者：

Halvorsen, Geoff T. ^{[1
]}

Roush, William R. ^{[1
]}

机构：

[1] Scripps Florida, Dept Chem & Biochem, Jupiter, FL 33458 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 11期

关键词：

D O I：

10.1021/ol070858u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of siloxacyclopentene-constrained trienes 7 and 10 and studies of their IMDA cycloadditions are described. The use of appropriately chosen thermal or Lewis acid conditions allows for cycloadducts 3-6 to be obtained with high levels of diastereoselectivity. These adducts possess trans-relationships between the hydroxyl group and the adjacent ring fusion proton, a stereochemical relationship not previously attainable in IMDA reactions.

引用

页码：2243 / 2246

页数：4

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