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A conjunctive diquinane synthesis using a free-radical catalyzed intramolecular [3 + 2] methylenecyclopentane annulation

โœ Scribed by Chad C. Huval; Daniel A. Singleton


Book ID
104215558
Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
155 KB
Volume
35
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Alkylation of the metbylenecyclopmpane 1 with 4-alkynyl iodides followed by a free-radical mediated intramolecular methylenecyclopentaoe annularion annposes a quick and eff~cienl new diquinane synthesis. A multitude of [Zatom + Zatom] cycloaddition-type methods for cyclopentane ring synthesis have been developed in recent years, with diverse applicability and limitations. Intramolecular cycloadditions are a powerful strategy for the synthesis of polycyclics, and intramolecular versions of the [3 + 21 cyclopentane


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