Biocatalytic Enantioselective Reduction of Cyclopropenyl Esters and Ketones Using Ene-Reductases

Tomohiro Yasukawa; Pierre Gilles; Juliette Martin; Julien Boutet; Janine Cossy

doi:10.1021/acscatal.4c00899

Biocatalytic Enantioselective Reduction of Cyclopropenyl Esters and Ketones Using Ene-Reductases

Tomohiro Yasukawa, Pierre Gilles, Juliette Martin, Julien Boutet, Janine Cossy

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

5 Citations (Scopus)

Abstract

Enantioselective reduction of cyclopropenyl esters and ketones to optically active cyclopropanes has been achieved by using whole-cell-overexpressing ene-reductases (EREDs). By using these enzymes, trans-cyclopropanes were isolated in good yield and high enantiomeric excess. A wide range of optically active cyclopropane esters and ketones were obtained, and a variety of substituent patterns on the cyclopropenes were tolerated.

Original language	English
Pages (from-to)	6188-6193
Number of pages	6
Journal	ACS Catalysis
Volume	14
Issue number	8
DOIs	https://doi.org/10.1021/acscatal.4c00899
Publication status	Published - 19 Apr 2024
Externally published	Yes

Keywords

biocatalysis
cyclopropanes
cyclopropenes
enantioselective reduction
ene-reductase

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10.1021/acscatal.4c00899

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title = "Biocatalytic Enantioselective Reduction of Cyclopropenyl Esters and Ketones Using Ene-Reductases",

abstract = "Enantioselective reduction of cyclopropenyl esters and ketones to optically active cyclopropanes has been achieved by using whole-cell-overexpressing ene-reductases (EREDs). By using these enzymes, trans-cyclopropanes were isolated in good yield and high enantiomeric excess. A wide range of optically active cyclopropane esters and ketones were obtained, and a variety of substituent patterns on the cyclopropenes were tolerated.",

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author = "Tomohiro Yasukawa and Pierre Gilles and Juliette Martin and Julien Boutet and Janine Cossy",

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doi = "10.1021/acscatal.4c00899",

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T1 - Biocatalytic Enantioselective Reduction of Cyclopropenyl Esters and Ketones Using Ene-Reductases

AU - Yasukawa, Tomohiro

AU - Gilles, Pierre

AU - Martin, Juliette

AU - Boutet, Julien

AU - Cossy, Janine

PY - 2024/4/19

Y1 - 2024/4/19

N2 - Enantioselective reduction of cyclopropenyl esters and ketones to optically active cyclopropanes has been achieved by using whole-cell-overexpressing ene-reductases (EREDs). By using these enzymes, trans-cyclopropanes were isolated in good yield and high enantiomeric excess. A wide range of optically active cyclopropane esters and ketones were obtained, and a variety of substituent patterns on the cyclopropenes were tolerated.

AB - Enantioselective reduction of cyclopropenyl esters and ketones to optically active cyclopropanes has been achieved by using whole-cell-overexpressing ene-reductases (EREDs). By using these enzymes, trans-cyclopropanes were isolated in good yield and high enantiomeric excess. A wide range of optically active cyclopropane esters and ketones were obtained, and a variety of substituent patterns on the cyclopropenes were tolerated.

KW - biocatalysis

KW - cyclopropanes

KW - cyclopropenes

KW - enantioselective reduction

KW - ene-reductase

UR - http://www.scopus.com/inward/record.url?scp=85189980886&partnerID=8YFLogxK

U2 - 10.1021/acscatal.4c00899

DO - 10.1021/acscatal.4c00899

M3 - Article

AN - SCOPUS:85189980886

SN - 2155-5435

VL - 14

SP - 6188

EP - 6193

JO - ACS Catalysis

JF - ACS Catalysis

IS - 8

ER -

Biocatalytic Enantioselective Reduction of Cyclopropenyl Esters and Ketones Using Ene-Reductases

Abstract

Keywords

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