Preparation of some angularly substituted and highly functionalized quinolizidines as building blocks for the synthesis of various alkaloids and related scaffolds of medicinal interest

Alex C. Bissember; Martin G. Banwell

doi:10.1016/j.tet.2009.07.067

Preparation of some angularly substituted and highly functionalized quinolizidines as building blocks for the synthesis of various alkaloids and related scaffolds of medicinal interest

Alex C. Bissember
, Martin G. Banwell^*

^*Corresponding author for this work

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

7 Citations (Scopus)

Abstract

The epimeric forms of the angularly substituted quinolizidine 6, representing potentially useful building blocks for the synthesis of various alkaloids, have been prepared via a pathway involving two consecutive ring-closing metathesis reactions. Variously hydroxy-protected derivatives (21, 22, and 26-29) of these compounds have also been generated.

Original language	English
Pages (from-to)	8222-8230
Number of pages	9
Journal	Tetrahedron
Volume	65
Issue number	39
DOIs	https://doi.org/10.1016/j.tet.2009.07.067
Publication status	Published - 26 Sept 2009

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title = "Preparation of some angularly substituted and highly functionalized quinolizidines as building blocks for the synthesis of various alkaloids and related scaffolds of medicinal interest",

abstract = "The epimeric forms of the angularly substituted quinolizidine 6, representing potentially useful building blocks for the synthesis of various alkaloids, have been prepared via a pathway involving two consecutive ring-closing metathesis reactions. Variously hydroxy-protected derivatives (21, 22, and 26-29) of these compounds have also been generated.",

keywords = "Alkaloids, Fasicularin, Quinolizidines, Ring-closing metathesis, Vinylation",

author = "Bissember, \{Alex C.\} and Banwell, \{Martin G.\}",

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AU - Bissember, Alex C.

AU - Banwell, Martin G.

PY - 2009/9/26

Y1 - 2009/9/26

N2 - The epimeric forms of the angularly substituted quinolizidine 6, representing potentially useful building blocks for the synthesis of various alkaloids, have been prepared via a pathway involving two consecutive ring-closing metathesis reactions. Variously hydroxy-protected derivatives (21, 22, and 26-29) of these compounds have also been generated.

AB - The epimeric forms of the angularly substituted quinolizidine 6, representing potentially useful building blocks for the synthesis of various alkaloids, have been prepared via a pathway involving two consecutive ring-closing metathesis reactions. Variously hydroxy-protected derivatives (21, 22, and 26-29) of these compounds have also been generated.

KW - Alkaloids

KW - Fasicularin

KW - Quinolizidines

KW - Ring-closing metathesis

KW - Vinylation

UR - https://www.scopus.com/pages/publications/69049116179

U2 - 10.1016/j.tet.2009.07.067

DO - 10.1016/j.tet.2009.07.067

M3 - Article

SN - 0040-4020

VL - 65

SP - 8222

EP - 8230

JO - Tetrahedron

JF - Tetrahedron

IS - 39

ER -

Preparation of some angularly substituted and highly functionalized quinolizidines as building blocks for the synthesis of various alkaloids and related scaffolds of medicinal interest

Abstract

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