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ZENODO
Article . 1999
License: CC BY
Data sources: Datacite
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ZENODO
Article . 1999
License: CC BY
Data sources: ZENODO
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ZENODO
Article . 1999
License: CC BY
Data sources: Datacite
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Claim

Spiroannulation of a cyclopentane ring. Synthesis ofspiro[4.n](n+5)alk-2-en-1-ones

descriptionPublicationkeyboard_double_arrow_right Article 31 Dec 1999 India English Publisher:Zenodo
Authors: Srikrishna, A; Kumar, PP;

doi: 10.5281/zenodo.5861707 , 10.5281/zenodo.5861706

Spiroannulation of a cyclopentane ring. Synthesis ofspiro[4.n](n+5)alk-2-en-1-ones

Abstract

Department of Organic Chemistry, Indian Institute of Science, Bangalore-560 012, India Manuscript received 5 August 1999 A methodology based on Claiscn rearrangement-Wacker oxidation and intramolecular aldol condensation strategy starting from cyclic ketones leading to spiro[4.n](n+5)alk-2-en-1-ones has been developed. Thus one-pot Claisen rearrangement of the allyl alcohols 6a-c furnished the aldehydes 8a-c, which on regiospecific oxidation using Wacker conditions generated the keto-aldehydes 9a-c. Finally, intramolecular aldol condensation transformed the keto-aldehydes 9a-c into spiroannulated products 10a-c.

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India
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Keywords

Organic Chemistry, Claisen rearrangement, Ethyl cyclooctylideneacetate, IR spectra

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