Enantioselective dioxygenase-catalysed formation and thermal racemisation of chiral thiophene sulfoxides

Derek Boyd; Narain Sharma; S.A. Haughey; John Malone; B.T. McMurray; Gary Sheldrake; Christopher Allen; H. Dalton

Enantioselective dioxygenase-catalysed formation and thermal racemisation of chiral thiophene sulfoxides

Derek Boyd, Narain Sharma, S.A. Haughey, John Malone, B.T. McMurray, Gary Sheldrake, Christopher Allen, H. Dalton

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

Abstract

Substituted chiral thiophene 1-oxides and their cycloadducts of variable enantiopurity have been isolated as products of dioxygenase-catalysed sulfoxidation of the corresponding thiophenes using intact cells of Pseudomonas putida; thermal racemization (Delta G(double dagger) = 25.1 kcal mol(-1)) of the enantiopure metabolite (1R)-2-methylbenzo[b]thiophene 1-oxide has been observed.

Original language	English
Pages (from-to)	2363-2364
Number of pages	2
Journal	Chemical Communications
Volume	NA
Publication status	Published - 1996

Cite this

@article{25b2cd4b0c6f419aa9b99261e59d9aba,

title = "Enantioselective dioxygenase-catalysed formation and thermal racemisation of chiral thiophene sulfoxides",

abstract = "Substituted chiral thiophene 1-oxides and their cycloadducts of variable enantiopurity have been isolated as products of dioxygenase-catalysed sulfoxidation of the corresponding thiophenes using intact cells of Pseudomonas putida; thermal racemization (Delta G(double dagger) = 25.1 kcal mol(-1)) of the enantiopure metabolite (1R)-2-methylbenzo[b]thiophene 1-oxide has been observed.",

author = "Derek Boyd and Narain Sharma and S.A. Haughey and John Malone and B.T. McMurray and Gary Sheldrake and Christopher Allen and H. Dalton",

year = "1996",

language = "English",

volume = "NA",

pages = "2363--2364",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

}

TY - JOUR

T1 - Enantioselective dioxygenase-catalysed formation and thermal racemisation of chiral thiophene sulfoxides

AU - Boyd, Derek

AU - Sharma, Narain

AU - Haughey, S.A.

AU - Malone, John

AU - McMurray, B.T.

AU - Sheldrake, Gary

AU - Allen, Christopher

AU - Dalton, H.

PY - 1996

Y1 - 1996

N2 - Substituted chiral thiophene 1-oxides and their cycloadducts of variable enantiopurity have been isolated as products of dioxygenase-catalysed sulfoxidation of the corresponding thiophenes using intact cells of Pseudomonas putida; thermal racemization (Delta G(double dagger) = 25.1 kcal mol(-1)) of the enantiopure metabolite (1R)-2-methylbenzo[b]thiophene 1-oxide has been observed.

AB - Substituted chiral thiophene 1-oxides and their cycloadducts of variable enantiopurity have been isolated as products of dioxygenase-catalysed sulfoxidation of the corresponding thiophenes using intact cells of Pseudomonas putida; thermal racemization (Delta G(double dagger) = 25.1 kcal mol(-1)) of the enantiopure metabolite (1R)-2-methylbenzo[b]thiophene 1-oxide has been observed.

M3 - Article

SN - 1359-7345

VL - NA

SP - 2363

EP - 2364

JO - Chemical Communications

JF - Chemical Communications

ER -

Enantioselective dioxygenase-catalysed formation and thermal racemisation of chiral thiophene sulfoxides

Abstract

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