A photochemical entry to depsides: Synthesis of gustastatin

Jorge García-Fortanet; John R. Debergh; Jef K. De Brabander

doi:10.1021/ol047507p

A photochemical entry to depsides: Synthesis of gustastatin

Jorge García-Fortanet, John R. Debergh, Jef K. De Brabander

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

31 Scopus citations

Abstract

(Chemical Equation Presented) Herein, we propose a modular and general strategy to construct orcinol-type depsides based on the photolysis of functionalized benzodioxinones (I). Notably, resorcinylic esters are obtained without competing isocoumarin (II) formation, exemplified by the first total synthesis of gustastatin in 10 steps from commercially available trihydroxybenzoic acid.

Original language	English (US)
Pages (from-to)	685-688
Number of pages	4
Journal	Organic Letters
Volume	7
Issue number	4
DOIs	https://doi.org/10.1021/ol047507p
State	Published - Feb 17 2005

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol047507p

Cite this

@article{ab222a722916408fa661146028efb5f6,

title = "A photochemical entry to depsides: Synthesis of gustastatin",

abstract = "(Chemical Equation Presented) Herein, we propose a modular and general strategy to construct orcinol-type depsides based on the photolysis of functionalized benzodioxinones (I). Notably, resorcinylic esters are obtained without competing isocoumarin (II) formation, exemplified by the first total synthesis of gustastatin in 10 steps from commercially available trihydroxybenzoic acid.",

author = "Jorge Garc{\'i}a-Fortanet and Debergh, {John R.} and {De Brabander}, {Jef K.}",

year = "2005",

month = feb,

day = "17",

doi = "10.1021/ol047507p",

language = "English (US)",

volume = "7",

pages = "685--688",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "4",

}

TY - JOUR

T1 - A photochemical entry to depsides

T2 - Synthesis of gustastatin

AU - García-Fortanet, Jorge

AU - Debergh, John R.

AU - De Brabander, Jef K.

PY - 2005/2/17

Y1 - 2005/2/17

N2 - (Chemical Equation Presented) Herein, we propose a modular and general strategy to construct orcinol-type depsides based on the photolysis of functionalized benzodioxinones (I). Notably, resorcinylic esters are obtained without competing isocoumarin (II) formation, exemplified by the first total synthesis of gustastatin in 10 steps from commercially available trihydroxybenzoic acid.

AB - (Chemical Equation Presented) Herein, we propose a modular and general strategy to construct orcinol-type depsides based on the photolysis of functionalized benzodioxinones (I). Notably, resorcinylic esters are obtained without competing isocoumarin (II) formation, exemplified by the first total synthesis of gustastatin in 10 steps from commercially available trihydroxybenzoic acid.

UR - http://www.scopus.com/inward/record.url?scp=14844339766&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=14844339766&partnerID=8YFLogxK

U2 - 10.1021/ol047507p

DO - 10.1021/ol047507p

M3 - Article

C2 - 15704925

AN - SCOPUS:14844339766

SN - 1523-7060

VL - 7

SP - 685

EP - 688

JO - Organic Letters

JF - Organic Letters

IS - 4

ER -

A photochemical entry to depsides: Synthesis of gustastatin

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this