Chemoenzymatic Synthesis of Carbasugars (+)-Pericosines A-C from Diverse Aromatic cis-Dihydrodiol Precursors

Derek Boyd; Narain Sharma; Carmen Acaru; John Malone; Colin O'Dowd; Christopher Allen; Paul Stevenson

doi:10.1021/ol100525r

Chemoenzymatic Synthesis of Carbasugars (+)-Pericosines A-C from Diverse Aromatic cis-Dihydrodiol Precursors

Derek Boyd
, Narain Sharma
, Carmen Acaru
, John Malone
, Colin O'Dowd
, Christopher Allen
, Paul Stevenson

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

54 Citations (Scopus)

Abstract

cis-Dihydrocatechols, derived from biological cis-dihydroxylation of methyl benzoate, iodobenzene and benzonitrile, using the microorganism Pseudomonas putida UV4, were converted into pericosines A, C, and B, respectively. This approach constitutes the shortest syntheses, to date, of these important natural products with densely packed functionalities.

Original language	English
Pages (from-to)	2206-2209
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	10
Early online date	22 Apr 2010
DOIs	https://doi.org/10.1021/ol100525r
Publication status	Published - 21 May 2010

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Physical and Theoretical Chemistry

Access to Document

10.1021/ol100525r

Cite this

@article{a3fff63f4add45929d2dc2b4fc5b8cb8,

title = "Chemoenzymatic Synthesis of Carbasugars (+)-Pericosines A-C from Diverse Aromatic cis-Dihydrodiol Precursors",

abstract = "cis-Dihydrocatechols, derived from biological cis-dihydroxylation of methyl benzoate, iodobenzene and benzonitrile, using the microorganism Pseudomonas putida UV4, were converted into pericosines A, C, and B, respectively. This approach constitutes the shortest syntheses, to date, of these important natural products with densely packed functionalities.",

author = "Derek Boyd and Narain Sharma and Carmen Acaru and John Malone and Colin O'Dowd and Christopher Allen and Paul Stevenson",

year = "2010",

month = may,

day = "21",

doi = "10.1021/ol100525r",

language = "English",

volume = "12",

pages = "2206--2209",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "10",

}

TY - JOUR

T1 - Chemoenzymatic Synthesis of Carbasugars (+)-Pericosines A-C from Diverse Aromatic cis-Dihydrodiol Precursors

AU - Boyd, Derek

AU - Sharma, Narain

AU - Acaru, Carmen

AU - Malone, John

AU - O'Dowd, Colin

AU - Allen, Christopher

AU - Stevenson, Paul

PY - 2010/5/21

Y1 - 2010/5/21

N2 - cis-Dihydrocatechols, derived from biological cis-dihydroxylation of methyl benzoate, iodobenzene and benzonitrile, using the microorganism Pseudomonas putida UV4, were converted into pericosines A, C, and B, respectively. This approach constitutes the shortest syntheses, to date, of these important natural products with densely packed functionalities.

AB - cis-Dihydrocatechols, derived from biological cis-dihydroxylation of methyl benzoate, iodobenzene and benzonitrile, using the microorganism Pseudomonas putida UV4, were converted into pericosines A, C, and B, respectively. This approach constitutes the shortest syntheses, to date, of these important natural products with densely packed functionalities.

UR - https://www.scopus.com/pages/publications/77952340928

U2 - 10.1021/ol100525r

DO - 10.1021/ol100525r

M3 - Article

SN - 1523-7060

VL - 12

SP - 2206

EP - 2209

JO - Organic Letters

JF - Organic Letters

IS - 10

ER -

Chemoenzymatic Synthesis of Carbasugars (+)-Pericosines A-C from Diverse Aromatic cis-Dihydrodiol Precursors

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this