Chemoenzymatic access to versatile epoxyquinol synthons

David M. Pinkerton; Martin G. Banwell; Anthony C. Willis

doi:10.1021/ol9016657

Chemoenzymatic access to versatile epoxyquinol synthons

David M. Pinkerton, Martin G. Banwell, Anthony C. Willis

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

49 Citations (Scopus)

Abstract

The enantiomerically pure and readily available metabolites 10-12 have been converted over four simple steps Into the epoxyquinol derivatives 22-24, respectively. Compounds 23 and 24 or their Immediate precursors have been exploited In efficient total syntheses of (-)-bromoxone (ent-1), (-)-epiepoformin (ent-2), (-)-harveynone (4), (+)-panepophenanthrin (6), and (+)-hexacyclinol (9).

Original language	English
Pages (from-to)	4290-4293
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	19
DOIs	https://doi.org/10.1021/ol9016657
Publication status	Published - 1 Oct 2009

Access to Document

10.1021/ol9016657

Cite this

@article{7230c8fcd326490b8559821c1d680789,

title = "Chemoenzymatic access to versatile epoxyquinol synthons",

abstract = "The enantiomerically pure and readily available metabolites 10-12 have been converted over four simple steps Into the epoxyquinol derivatives 22-24, respectively. Compounds 23 and 24 or their Immediate precursors have been exploited In efficient total syntheses of (-)-bromoxone (ent-1), (-)-epiepoformin (ent-2), (-)-harveynone (4), (+)-panepophenanthrin (6), and (+)-hexacyclinol (9).",

author = "Pinkerton, {David M.} and Banwell, {Martin G.} and Willis, {Anthony C.}",

year = "2009",

month = oct,

day = "1",

doi = "10.1021/ol9016657",

language = "English",

volume = "11",

pages = "4290--4293",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "19",

}

TY - JOUR

T1 - Chemoenzymatic access to versatile epoxyquinol synthons

AU - Pinkerton, David M.

AU - Banwell, Martin G.

AU - Willis, Anthony C.

PY - 2009/10/1

Y1 - 2009/10/1

N2 - The enantiomerically pure and readily available metabolites 10-12 have been converted over four simple steps Into the epoxyquinol derivatives 22-24, respectively. Compounds 23 and 24 or their Immediate precursors have been exploited In efficient total syntheses of (-)-bromoxone (ent-1), (-)-epiepoformin (ent-2), (-)-harveynone (4), (+)-panepophenanthrin (6), and (+)-hexacyclinol (9).

AB - The enantiomerically pure and readily available metabolites 10-12 have been converted over four simple steps Into the epoxyquinol derivatives 22-24, respectively. Compounds 23 and 24 or their Immediate precursors have been exploited In efficient total syntheses of (-)-bromoxone (ent-1), (-)-epiepoformin (ent-2), (-)-harveynone (4), (+)-panepophenanthrin (6), and (+)-hexacyclinol (9).

UR - http://www.scopus.com/inward/record.url?scp=70350140382&partnerID=8YFLogxK

U2 - 10.1021/ol9016657

DO - 10.1021/ol9016657

M3 - Article

SN - 1523-7060

VL - 11

SP - 4290

EP - 4293

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

Chemoenzymatic access to versatile epoxyquinol synthons

Abstract

Access to Document

Other files and links

Fingerprint

Cite this