A simple and efficient method for the preparation of 1-benzyloxy-5- hydroxynaphthalene

Jan Becher; Owen A. Matthews; Mogens B. Nielsen; Françisco M. Raymo; J. Fraser Stoddart

doi:10.1055/s-1999-2610

A simple and efficient method for the preparation of 1-benzyloxy-5- hydroxynaphthalene

Jan Becher^*, Owen A. Matthews, Mogens B. Nielsen, Françisco M. Raymo, J. Fraser Stoddart

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

1,5-Dihydroxynaphthalene is a versatile π-electron rich aromatic ring system which has been employed widely for the construction of mechanically- interlocked molecular compounds and supramolecular complexes. A much-needed procedure for its transformation into 1-benzyloxy-5-hydroxynaphthalene has been developed. It involves (i) bisacetylation of 1,5-dihydroxynaphthalene, (ii) reductive removal of one of the two acetyl groups, (iii) benzylation, and (iv) cleavage of the remaining acetyl group.

Original language	English (US)
Pages (from-to)	330-332
Number of pages	3
Journal	Synlett
Issue number	3
DOIs	https://doi.org/10.1055/s-1999-2610
State	Published - 1999

Keywords

1,5-dihydroxynaphthalene
Deprotection
Protection

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-1999-2610

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title = "A simple and efficient method for the preparation of 1-benzyloxy-5- hydroxynaphthalene",

abstract = "1,5-Dihydroxynaphthalene is a versatile π-electron rich aromatic ring system which has been employed widely for the construction of mechanically- interlocked molecular compounds and supramolecular complexes. A much-needed procedure for its transformation into 1-benzyloxy-5-hydroxynaphthalene has been developed. It involves (i) bisacetylation of 1,5-dihydroxynaphthalene, (ii) reductive removal of one of the two acetyl groups, (iii) benzylation, and (iv) cleavage of the remaining acetyl group.",

keywords = "1,5-dihydroxynaphthalene, Deprotection, Protection",

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year = "1999",

doi = "10.1055/s-1999-2610",

language = "English (US)",

pages = "330--332",

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T1 - A simple and efficient method for the preparation of 1-benzyloxy-5- hydroxynaphthalene

AU - Becher, Jan

AU - Matthews, Owen A.

AU - Nielsen, Mogens B.

AU - Raymo, Françisco M.

AU - Stoddart, J. Fraser

PY - 1999

Y1 - 1999

N2 - 1,5-Dihydroxynaphthalene is a versatile π-electron rich aromatic ring system which has been employed widely for the construction of mechanically- interlocked molecular compounds and supramolecular complexes. A much-needed procedure for its transformation into 1-benzyloxy-5-hydroxynaphthalene has been developed. It involves (i) bisacetylation of 1,5-dihydroxynaphthalene, (ii) reductive removal of one of the two acetyl groups, (iii) benzylation, and (iv) cleavage of the remaining acetyl group.

AB - 1,5-Dihydroxynaphthalene is a versatile π-electron rich aromatic ring system which has been employed widely for the construction of mechanically- interlocked molecular compounds and supramolecular complexes. A much-needed procedure for its transformation into 1-benzyloxy-5-hydroxynaphthalene has been developed. It involves (i) bisacetylation of 1,5-dihydroxynaphthalene, (ii) reductive removal of one of the two acetyl groups, (iii) benzylation, and (iv) cleavage of the remaining acetyl group.

KW - 1,5-dihydroxynaphthalene

KW - Deprotection

KW - Protection

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JO - Synlett

JF - Synlett

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ER -

A simple and efficient method for the preparation of 1-benzyloxy-5- hydroxynaphthalene

Abstract

Keywords

ASJC Scopus subject areas

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