One-pot multicomponent synthesis of 2,3-dihydropyrans: new access to furanose–pyranose 1,3-C–C-linked-disaccharides

Daniele Castagnolo; Lorenzo Botta; Maurizio Botta

doi:10.1016/j.tetlet.2009.01.047

One-pot multicomponent synthesis of 2,3-dihydropyrans: new access to furanose–pyranose 1,3-C–C-linked-disaccharides

Daniele Castagnolo, Lorenzo Botta, Maurizio Botta

Northumbria University

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

37 Citations (Scopus)

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Abstract

An efficient synthesis of 2,3-dihydropyrans starting from different terminal alkynes was developed. The 2,3-dihydropyrans were obtained in a few minutes through a microwave-assisted multicomponent enyne cross-metathesis/hetero-Diels–Alder reaction. Starting from C-ethynyl-ribofuranose, a new multicomponent approach to furanose–pyranose 1,3-C–C-linked disaccharides was also developed.

Original language	English
Pages (from-to)	1526-1528
Journal	Tetrahedron Letters
Volume	50
Issue number	14
DOIs	https://doi.org/10.1016/j.tetlet.2009.01.047
Publication status	Published - 2009

Keywords

Enyne metathesis
Hetero-Diels-Alder
multicomponent reaction dihydropyrans
disaccharide

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10.1016/j.tetlet.2009.01.047

Castagnolo 10980 TetLett-2009Accepted author manuscript, 332 KB

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title = "One-pot multicomponent synthesis of 2,3-dihydropyrans: new access to furanose–pyranose 1,3-C–C-linked-disaccharides",

abstract = "An efficient synthesis of 2,3-dihydropyrans starting from different terminal alkynes was developed. The 2,3-dihydropyrans were obtained in a few minutes through a microwave-assisted multicomponent enyne cross-metathesis/hetero-Diels–Alder reaction. Starting from C-ethynyl-ribofuranose, a new multicomponent approach to furanose–pyranose 1,3-C–C-linked disaccharides was also developed.",

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AU - Castagnolo, Daniele

AU - Botta, Lorenzo

AU - Botta, Maurizio

PY - 2009

Y1 - 2009

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AB - An efficient synthesis of 2,3-dihydropyrans starting from different terminal alkynes was developed. The 2,3-dihydropyrans were obtained in a few minutes through a microwave-assisted multicomponent enyne cross-metathesis/hetero-Diels–Alder reaction. Starting from C-ethynyl-ribofuranose, a new multicomponent approach to furanose–pyranose 1,3-C–C-linked disaccharides was also developed.

KW - Enyne metathesis

KW - Hetero-Diels-Alder

KW - multicomponent reaction dihydropyrans

KW - disaccharide

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DO - 10.1016/j.tetlet.2009.01.047

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ER -

One-pot multicomponent synthesis of 2,3-dihydropyrans: new access to furanose–pyranose 1,3-C–C-linked-disaccharides

Abstract

Keywords

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