Chemoenzymatic One-Pot Synthesis of γ-Butyrolactones

被引：44

作者：

Korpak, Margarete ^{[1
]}

Pietruszka, Joerg ^{[1
]}

机构：

[1] Univ Dusseldorf, Inst Bioorgan Chem, Forschungszentrum Julich, D-52426 Julich, Germany

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2011年 / 353卷 / 09期

关键词：

alcohol dehydrogenase; asymmetric catalysis; asymmetric synthesis; ene reductase; enzymes; reduction; OLD YELLOW ENZYME; ASYMMETRIC BIOREDUCTION; ENOATE REDUCTASES; NATURAL-PRODUCT; NITROALKENES; REDUCTIONS; EXPRESSION; REVISION; CLONING; METHYL;

D O I：

10.1002/adsc.201100110

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The synthesis of enantio- and diastereomerically pure gamma-butyrolactones is described using a one-pot, two-enzyme cascade. Ethyl 2-methyl-4-oxopent-2-enoate (2) was reduced selectively first in a 1,4-reduction using the old yellow enzyme (OYE1) [EC 1.6.99.1] and consecutively in a 1,2-reduction by an alcohol dehydrogenase [EC 1.1.1.2].

引用

页码：1420 / 1424

页数：5

共 50 条

[21] Chemoenzymatic one-pot synthesis of enantiopure L-arylalanines from arylaldehydes
Paizs, C
Katona, A
Rétey, J
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (05) : 1113 - 1116
[22] Chiral (R)- and (S)-allylic alcohols via a one-pot chemoenzymatic synthesis
Sgalla, Simona
Fabrizi, Giancarlo
Cirilli, Roberto
Macone, Alberto
Bonamore, Alessandra
Boffi, Alberto
Cacchi, Sandro
TETRAHEDRON-ASYMMETRY, 2007, 18 (23) : 2791 - 2796
[23] Vinyltriphenylphosphonium salt mediated one-pot synthesis of functionalized 3-(triphenylphosphoranylidene)butyrolactones
Yavari, I
Baharfar, R
TETRAHEDRON LETTERS, 1997, 38 (24) : 4259 - 4262
[24] Highly Regio- and Stereoselective One-Pot Synthesis of Carbohydrate-Based Butyrolactones
Yousuf, Syed Khalid
Mukherjee, Debaraj
Mallikharjunrao, L.
Taneja, Subhash C.
ORGANIC LETTERS, 2011, 13 (04) : 576 - 579
[25] Synthetic Utility of One-Pot Chemoenzymatic Reaction Sequences
Doyon, Tyler J.
Narayan, Alison R. H.
SYNLETT, 2020, 31 (03) : 230 - 236
[26] One-Pot Chemoenzymatic Conversion of Alkynes to Chiral Amines
Mathew, Sam
Sagadevan, Arunachalam
Renn, Dominik
Rueping, Magnus
ACS CATALYSIS, 2021, 11 (20): : 12565 - 12569
[27] One-pot synthesis
Anon
Chemical and Engineering News, 2002, 80 (46):
[28] One-pot synthesis
Chem Eng News, 5 (29):
[29] A one-pot chemoenzymatic synthesis for the universal precursor of antidiabetes and antiviral bis-indolylquinones
Schneider, Patrick
Weber, Monika
Rosenberger, Karen
Hoffmeister, Dirk
CHEMISTRY & BIOLOGY, 2007, 14 (06): : 635 - 644
[30] Carbohydrate biosynthetic enzymes for one-pot multienzyme (OPME) chemoenzymatic synthesis of glycans and glycoconjugates
Chen, Xi
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249

← 1 2 3 4 5 →