Intramolecular cycloaddition reactions of exocyclic nitrones. Application in the total synthesis of terpenes

Raymond L. Funk; Gary L. Bolton; Joy Umstead Daggett; Marvin M. Hansen; Linus H.M. Horcher

doi:10.1016/S0040-4020(01)96702-X

Intramolecular cycloaddition reactions of exocyclic nitrones. Application in the total synthesis of terpenes

Raymond L. Funk
, Gary L. Bolton
, Joy Umstead Daggett
, Marvin M. Hansen
, Linus H.M. Horcher

Chemistry

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

51 Scopus citations

Abstract

Exocyclic nitrones smoothly participate in intramolecular cycloaddition reactions to provide bridged and fused polycarbocycles. The exploitation of this methodology in the total syntheses of the sesquiterpenes (±)-7,12-secoishwaran-12-ol (44), (±)-hirsutene (56), (±)-coriolin (68) is also presented.

Original language	English (US)
Pages (from-to)	3479-3495
Number of pages	17
Journal	Tetrahedron
Volume	41
Issue number	17
DOIs	https://doi.org/10.1016/S0040-4020(01)96702-X
State	Published - 1985

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(01)96702-X

Cite this

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title = "Intramolecular cycloaddition reactions of exocyclic nitrones. Application in the total synthesis of terpenes",

abstract = "Exocyclic nitrones smoothly participate in intramolecular cycloaddition reactions to provide bridged and fused polycarbocycles. The exploitation of this methodology in the total syntheses of the sesquiterpenes (±)-7,12-secoishwaran-12-ol (44), (±)-hirsutene (56), (±)-coriolin (68) is also presented.",

author = "Funk, \{Raymond L.\} and Bolton, \{Gary L.\} and Daggett, \{Joy Umstead\} and Hansen, \{Marvin M.\} and Horcher, \{Linus H.M.\}",

year = "1985",

doi = "10.1016/S0040-4020(01)96702-X",

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pages = "3479--3495",

journal = "Tetrahedron",

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T1 - Intramolecular cycloaddition reactions of exocyclic nitrones. Application in the total synthesis of terpenes

AU - Funk, Raymond L.

AU - Bolton, Gary L.

AU - Daggett, Joy Umstead

AU - Hansen, Marvin M.

AU - Horcher, Linus H.M.

PY - 1985

Y1 - 1985

N2 - Exocyclic nitrones smoothly participate in intramolecular cycloaddition reactions to provide bridged and fused polycarbocycles. The exploitation of this methodology in the total syntheses of the sesquiterpenes (±)-7,12-secoishwaran-12-ol (44), (±)-hirsutene (56), (±)-coriolin (68) is also presented.

AB - Exocyclic nitrones smoothly participate in intramolecular cycloaddition reactions to provide bridged and fused polycarbocycles. The exploitation of this methodology in the total syntheses of the sesquiterpenes (±)-7,12-secoishwaran-12-ol (44), (±)-hirsutene (56), (±)-coriolin (68) is also presented.

UR - https://www.scopus.com/pages/publications/38949213484

UR - https://www.scopus.com/pages/publications/38949213484#tab=citedBy

U2 - 10.1016/S0040-4020(01)96702-X

DO - 10.1016/S0040-4020(01)96702-X

M3 - Article

AN - SCOPUS:38949213484

SN - 0040-4020

VL - 41

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JO - Tetrahedron

JF - Tetrahedron

IS - 17

ER -

Intramolecular cycloaddition reactions of exocyclic nitrones. Application in the total synthesis of terpenes

Abstract

All Science Journal Classification (ASJC) codes

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