Copy For Citation
Grigg R., Kongkathip N., Kongkathip B., Luangkamin S., DÖNDAŞ H. A.
TETRAHEDRON, vol.57, no.37, pp.7965-7978, 2001 (SCI-Expanded)
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Publication Type:
Article / Article
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Volume:
57
Issue:
37
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Publication Date:
2001
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Doi Number:
10.1016/s0040-4020(01)00771-2
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Journal Name:
TETRAHEDRON
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Journal Indexes:
Science Citation Index Expanded (SCI-EXPANDED), Scopus
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Page Numbers:
pp.7965-7978
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Keywords:
chromans, dihydrobenzofurans, atom economy, Claisen rearrangement, cyclisation, CARBON-MONOXIDE, REARRANGEMENT, COMPLEXES, ARYL, NUCLEOPHILES, ALDEHYDES, IODIDES
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Çukurova University Affiliated:
No
Abstract
A 3-step 100% atom economic sequence is reported whereby a variety of phenols react with 2 mol equiv. of allene to give phenoxymethyl-1,3-dienyl ethers. Subsequent thermal Claisen rearrangement to C-1,3-dienes and acid catalysed ring closure furnishes 3:1-6.5:1 mixtures of exo-methylene chromans and dihydrobenzofurans with the former predominating. (C) 2001 Elsevier Science Ltd. All rights reserved.