Application of olefin metathesis to the synthesis of ABE ring analogues of methyllycaconitine

David Barker; Malcolm D. McLeod; Margaret A. Brimble; G. Paul Savage

doi:10.1016/S0040-4039(02)01214-5

Application of olefin metathesis to the synthesis of ABE ring analogues of methyllycaconitine

David Barker, Malcolm D. McLeod^*, Margaret A. Brimble, G. Paul Savage

^*Corresponding author for this work

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

20 Citations (Scopus)

Abstract

The synthesis of four novel ABE ring analogues of methyllycaconitine (MLA) is reported, employing olefin metathesis as the key step for appending the seven-membered B ring onto an AE bicyclic ring system. This strategy allows the stereodivergent synthesis of ABE ring analogues in which the stereochemistry of the AB ring junction is well defined. The compounds are designed as ligands to study binding and function of the α7-nAChR.

Original language	English
Pages (from-to)	6019-6022
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	34
DOIs	https://doi.org/10.1016/S0040-4039(02)01214-5
Publication status	Published - 19 Aug 2002
Externally published	Yes

Access to Document

10.1016/S0040-4039(02)01214-5

Cite this

@article{74c3bbd12f0447aabf6fbbfa4d7cdf36,

title = "Application of olefin metathesis to the synthesis of ABE ring analogues of methyllycaconitine",

abstract = "The synthesis of four novel ABE ring analogues of methyllycaconitine (MLA) is reported, employing olefin metathesis as the key step for appending the seven-membered B ring onto an AE bicyclic ring system. This strategy allows the stereodivergent synthesis of ABE ring analogues in which the stereochemistry of the AB ring junction is well defined. The compounds are designed as ligands to study binding and function of the α7-nAChR.",

author = "David Barker and McLeod, {Malcolm D.} and Brimble, {Margaret A.} and Savage, {G. Paul}",

year = "2002",

month = aug,

day = "19",

doi = "10.1016/S0040-4039(02)01214-5",

language = "English",

volume = "43",

pages = "6019--6022",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "34",

}

TY - JOUR

T1 - Application of olefin metathesis to the synthesis of ABE ring analogues of methyllycaconitine

AU - Barker, David

AU - McLeod, Malcolm D.

AU - Brimble, Margaret A.

AU - Savage, G. Paul

PY - 2002/8/19

Y1 - 2002/8/19

N2 - The synthesis of four novel ABE ring analogues of methyllycaconitine (MLA) is reported, employing olefin metathesis as the key step for appending the seven-membered B ring onto an AE bicyclic ring system. This strategy allows the stereodivergent synthesis of ABE ring analogues in which the stereochemistry of the AB ring junction is well defined. The compounds are designed as ligands to study binding and function of the α7-nAChR.

AB - The synthesis of four novel ABE ring analogues of methyllycaconitine (MLA) is reported, employing olefin metathesis as the key step for appending the seven-membered B ring onto an AE bicyclic ring system. This strategy allows the stereodivergent synthesis of ABE ring analogues in which the stereochemistry of the AB ring junction is well defined. The compounds are designed as ligands to study binding and function of the α7-nAChR.

UR - http://www.scopus.com/inward/record.url?scp=0037136168&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(02)01214-5

DO - 10.1016/S0040-4039(02)01214-5

M3 - Article

SN - 0040-4039

VL - 43

SP - 6019

EP - 6022

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 34

ER -

Application of olefin metathesis to the synthesis of ABE ring analogues of methyllycaconitine

Abstract

Access to Document

Other files and links

Fingerprint

Cite this