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Literature DB >> 17480094

Intramolecular Diels-Alder reactions of siloxacyclopentene constrained trienes.

Abstract

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.

Entities: Chemical

Mesh：

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Year: 2007 PMID： 17480094 PMCID： PMC2504012 DOI： 10.1021/ol070858u

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

22 in total

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2. A new antimitotic substance, FR182877. III. Structure determination.

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8. Prevention of undesirable isomerization during olefin metathesis.

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9. Unusual Tandem alkynylation and trans-hydrosilylation to form oxasilacyclopentenes.

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Journal: Org Lett Date: 2005-10-27 Impact factor: 6.005

10. Ruthenium-catalyzed silyl ether formation and enyne metathesis sequence: synthesis of siloxacycles from terminal alkenyl alcohols and alkynylsilanes.

Authors: Reagan L Miller; Sarah V Maifeld; Daesung Lee
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3 in total

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Authors: Amos B Smith; Rongbiao Tong; Won-Suk Kim; William A Maio
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3 in total