The dihydropyrone Diels-Alder reaction: Development and application to the synthesis of highly functionalized 1-oxa-4-decalones

Punit P. Seth; Deqi Chen; Junquan Wang; Xiuchun Gao; Nancy I. Totah

doi:10.1016/S0040-4020(00)00863-2

The dihydropyrone Diels-Alder reaction: Development and application to the synthesis of highly functionalized 1-oxa-4-decalones

Punit P. Seth, Deqi Chen, Junquan Wang, Xiuchun Gao, Nancy I. Totah

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

33 Scopus citations

Abstract

A facile method for the synthesis of highly functionalized 1-oxadecalone derivatives is described via the Diels-Alder reaction of 2,3-dihydro-4-pyrone dienophiles with electron rich dienes. By this process a variety of functional groups and substitution patterns can be incorporated into the oxadecalone framework. (C) 2000 Elsevier Science Ltd.

Original language	English (US)
Pages (from-to)	10185-10195
Number of pages	11
Journal	Tetrahedron
Volume	56
Issue number	52
DOIs	https://doi.org/10.1016/S0040-4020(00)00863-2
State	Published - Dec 22 2000
Externally published	Yes

Keywords

Cycloaddition
Diels-Alder reactions
Pyrone

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(00)00863-2

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title = "The dihydropyrone Diels-Alder reaction: Development and application to the synthesis of highly functionalized 1-oxa-4-decalones",

abstract = "A facile method for the synthesis of highly functionalized 1-oxadecalone derivatives is described via the Diels-Alder reaction of 2,3-dihydro-4-pyrone dienophiles with electron rich dienes. By this process a variety of functional groups and substitution patterns can be incorporated into the oxadecalone framework. (C) 2000 Elsevier Science Ltd.",

keywords = "Cycloaddition, Diels-Alder reactions, Pyrone",

author = "Seth, {Punit P.} and Deqi Chen and Junquan Wang and Xiuchun Gao and Totah, {Nancy I.}",

note = "Funding Information: We thank the National Science Foundation (CHE-9700141) and the Carver Charitable Trust for support of this work. ",

year = "2000",

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T1 - The dihydropyrone Diels-Alder reaction

T2 - Development and application to the synthesis of highly functionalized 1-oxa-4-decalones

AU - Seth, Punit P.

AU - Chen, Deqi

AU - Wang, Junquan

AU - Gao, Xiuchun

AU - Totah, Nancy I.

N1 - Funding Information: We thank the National Science Foundation (CHE-9700141) and the Carver Charitable Trust for support of this work.

PY - 2000/12/22

Y1 - 2000/12/22

N2 - A facile method for the synthesis of highly functionalized 1-oxadecalone derivatives is described via the Diels-Alder reaction of 2,3-dihydro-4-pyrone dienophiles with electron rich dienes. By this process a variety of functional groups and substitution patterns can be incorporated into the oxadecalone framework. (C) 2000 Elsevier Science Ltd.

AB - A facile method for the synthesis of highly functionalized 1-oxadecalone derivatives is described via the Diels-Alder reaction of 2,3-dihydro-4-pyrone dienophiles with electron rich dienes. By this process a variety of functional groups and substitution patterns can be incorporated into the oxadecalone framework. (C) 2000 Elsevier Science Ltd.

KW - Cycloaddition

KW - Diels-Alder reactions

KW - Pyrone

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DO - 10.1016/S0040-4020(00)00863-2

M3 - Article

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SN - 0040-4020

VL - 56

SP - 10185

EP - 10195

JO - Tetrahedron

JF - Tetrahedron

IS - 52

ER -

The dihydropyrone Diels-Alder reaction: Development and application to the synthesis of highly functionalized 1-oxa-4-decalones

Abstract

Keywords

ASJC Scopus subject areas

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