Total synthesis of (±)-γ-lycorane via the electrocyclic ring closure of a divinylpyrroline

Raymond J. Huntley; Raymond L. Funk

doi:10.1016/j.tetlet.2011.09.138

Total synthesis of (±)-γ-lycorane via the electrocyclic ring closure of a divinylpyrroline

Raymond J. Huntley, Raymond L. Funk

Chemistry

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23 Scopus citations

Abstract

A concise total synthesis of (±)-γ-lycorane is described. The key step in the synthesis is the 6π-electrocyclic ring closure of a divinylpyrroline to give a tetrahydroindole, which is subsequently hydrogenated to give the all-cis indolizidine core.

Original language	English (US)
Pages (from-to)	6671-6674
Number of pages	4
Journal	Tetrahedron Letters
Volume	52
Issue number	50
DOIs	https://doi.org/10.1016/j.tetlet.2011.09.138
State	Published - Dec 14 2011

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2011.09.138

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title = "Total synthesis of (±)-γ-lycorane via the electrocyclic ring closure of a divinylpyrroline",

abstract = "A concise total synthesis of (±)-γ-lycorane is described. The key step in the synthesis is the 6π-electrocyclic ring closure of a divinylpyrroline to give a tetrahydroindole, which is subsequently hydrogenated to give the all-cis indolizidine core.",

author = "Huntley, \{Raymond J.\} and Funk, \{Raymond L.\}",

note = "Funding Information: We appreciate the financial support provided by the National Institutes of Health ( GM28663 ).",

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journal = "Tetrahedron Letters",

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T1 - Total synthesis of (±)-γ-lycorane via the electrocyclic ring closure of a divinylpyrroline

AU - Huntley, Raymond J.

AU - Funk, Raymond L.

N1 - Funding Information: We appreciate the financial support provided by the National Institutes of Health ( GM28663 ).

PY - 2011/12/14

Y1 - 2011/12/14

N2 - A concise total synthesis of (±)-γ-lycorane is described. The key step in the synthesis is the 6π-electrocyclic ring closure of a divinylpyrroline to give a tetrahydroindole, which is subsequently hydrogenated to give the all-cis indolizidine core.

AB - A concise total synthesis of (±)-γ-lycorane is described. The key step in the synthesis is the 6π-electrocyclic ring closure of a divinylpyrroline to give a tetrahydroindole, which is subsequently hydrogenated to give the all-cis indolizidine core.

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DO - 10.1016/j.tetlet.2011.09.138

M3 - Article

AN - SCOPUS:80755175770

SN - 0040-4039

VL - 52

SP - 6671

EP - 6674

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Total synthesis of (±)-γ-lycorane via the electrocyclic ring closure of a divinylpyrroline

Abstract

All Science Journal Classification (ASJC) codes

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