Protecting group free syntheses of (±)-columbianetin and (±)-angelmarin

Eric B.J. Harris; Martin G. Banwell; Anthony C. Willis

doi:10.1016/j.tetlet.2011.10.036

Protecting group free syntheses of (±)-columbianetin and (±)-angelmarin

Eric B.J. Harris, Martin G. Banwell^*, Anthony C. Willis

^*Corresponding author for this work

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

24 Citations (Scopus)

Abstract

A five-step and protecting group free synthesis of (±)-columbianetin from cyclohexane-1,3-dione is reported. The former compound was converted into its p-hydroxycinnamate derivative, (±)-angelmarin, using Coster's esterification procedure. Efforts to modify the synthesis so as to prepare angelmarin and columbianetin in an enantioselective manner are described.

Original language	English
Pages (from-to)	6887-6889
Number of pages	3
Journal	Tetrahedron Letters
Volume	52
Issue number	51
DOIs	https://doi.org/10.1016/j.tetlet.2011.10.036
Publication status	Published - 21 Dec 2011

Access to Document

10.1016/j.tetlet.2011.10.036

Cite this

@article{379e8d6ac0e34343a0717899a574baac,

title = "Protecting group free syntheses of (±)-columbianetin and (±)-angelmarin",

abstract = "A five-step and protecting group free synthesis of (±)-columbianetin from cyclohexane-1,3-dione is reported. The former compound was converted into its p-hydroxycinnamate derivative, (±)-angelmarin, using Coster's esterification procedure. Efforts to modify the synthesis so as to prepare angelmarin and columbianetin in an enantioselective manner are described.",

keywords = "Angelmarin, Aromatization, Columbianetin, Coumarin, Intramolecular hydroarylation",

author = "Harris, {Eric B.J.} and Banwell, {Martin G.} and Willis, {Anthony C.}",

year = "2011",

month = dec,

day = "21",

doi = "10.1016/j.tetlet.2011.10.036",

language = "English",

volume = "52",

pages = "6887--6889",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "51",

}

TY - JOUR

T1 - Protecting group free syntheses of (±)-columbianetin and (±)-angelmarin

AU - Harris, Eric B.J.

AU - Banwell, Martin G.

AU - Willis, Anthony C.

PY - 2011/12/21

Y1 - 2011/12/21

N2 - A five-step and protecting group free synthesis of (±)-columbianetin from cyclohexane-1,3-dione is reported. The former compound was converted into its p-hydroxycinnamate derivative, (±)-angelmarin, using Coster's esterification procedure. Efforts to modify the synthesis so as to prepare angelmarin and columbianetin in an enantioselective manner are described.

AB - A five-step and protecting group free synthesis of (±)-columbianetin from cyclohexane-1,3-dione is reported. The former compound was converted into its p-hydroxycinnamate derivative, (±)-angelmarin, using Coster's esterification procedure. Efforts to modify the synthesis so as to prepare angelmarin and columbianetin in an enantioselective manner are described.

KW - Angelmarin

KW - Aromatization

KW - Columbianetin

KW - Coumarin

KW - Intramolecular hydroarylation

UR - http://www.scopus.com/inward/record.url?scp=81255129274&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2011.10.036

DO - 10.1016/j.tetlet.2011.10.036

M3 - Article

SN - 0040-4039

VL - 52

SP - 6887

EP - 6889

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 51

ER -

Protecting group free syntheses of (±)-columbianetin and (±)-angelmarin

Abstract

Access to Document

Other files and links

Fingerprint

Cite this