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

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

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

Access to Document

10.1016/j.tetlet.2011.09.138

Cite this

@article{b9ffacc0588d4cc6839e893c704ec3e7,

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 ).",

year = "2011",

month = dec,

day = "14",

doi = "10.1016/j.tetlet.2011.09.138",

language = "English (US)",

volume = "52",

pages = "6671--6674",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "50",

}

TY - JOUR

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.

UR - https://www.scopus.com/pages/publications/80755175770

UR - https://www.scopus.com/pages/publications/80755175770#tab=citedBy

U2 - 10.1016/j.tetlet.2011.09.138

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

Access to Document

Other files and links

Fingerprint

Cite this