biocatalysis;
green chemistry;
organocatalysis;
solvent effects;
renewable resources;
PHOSPHINE-PHOSPHITE LIGANDS;
GRIGNARD-REAGENTS;
GREEN CHEMISTRY;
BIOTRANSFORMATIONS;
1,4-ADDITION;
PATHWAYS;
CLEAVAGE;
LIPASE;
ALDOL;
THF;
D O I:
10.1002/cssc.201100780
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
2-Methyl-tetrahydrofuran (2-MeTHF) can be derived from renewable resources (e.g., furfural or levulinic acid) and is a promising alternative solvent in the search for environmentally benign synthesis strategies. Its physical and chemical properties, such as its low miscibility with water, boiling point, remarkable stability compared to other cyclic-based solvents such as THF, and others make it appealing for applications in syntheses involving organometallics, organocatalysis, and biotransformations or for processing lignocellulosic materials. Interestingly, a significant number of industries have also started to assess 2-MeTHF in several synthetic procedures, often with excellent results and prospects. Likewise, preliminary toxicology assessments suggest that the use of 2-MeTHF might even be extended to more processes in pharmaceutical chemistry. This Minireview describes the properties of 2-MeTHF, the state-of-the-art of its use in synthesis, and covers several outstanding examples of its application from both industry and academia.
机构:
Merck Res Labs, Global Analyt Chem, Rahway, NJ 07065 USAMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
Antonucci, Vincent
Coleman, John
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h-index: 0
机构:
Merck Res Labs, Global Safety Assessment, Summit, NJ 07901 USAMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
Coleman, John
Ferry, James B.
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h-index: 0
机构:
Merck Res Labs, Global Safety Assessment, West Point, PA 19486 USAMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
Ferry, James B.
Johnson, Neil
论文数: 0引用数: 0
h-index: 0
机构:
Merck Res Labs, Global Safety Assessment, Summit, NJ 07901 USAMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
Johnson, Neil
Mathe, Michelle
论文数: 0引用数: 0
h-index: 0
机构:
Merck Res Labs, Pharmaceut Sci & Clin Supplies, West Point, PA 19486 USAMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
Mathe, Michelle
Scott, Jeremy P.
论文数: 0引用数: 0
h-index: 0
机构:
Merck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, EnglandMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
Scott, Jeremy P.
Xu, Jing
论文数: 0引用数: 0
h-index: 0
机构:
Merck Res Labs, Global Analyt Chem, Rahway, NJ 07065 USAMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
机构:
Merck Res Labs, Global Analyt Chem, Rahway, NJ 07065 USAMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
Antonucci, Vincent
Coleman, John
论文数: 0引用数: 0
h-index: 0
机构:
Merck Res Labs, Global Safety Assessment, Summit, NJ 07901 USAMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
Coleman, John
Ferry, James B.
论文数: 0引用数: 0
h-index: 0
机构:
Merck Res Labs, Global Safety Assessment, West Point, PA 19486 USAMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
Ferry, James B.
Johnson, Neil
论文数: 0引用数: 0
h-index: 0
机构:
Merck Res Labs, Global Safety Assessment, Summit, NJ 07901 USAMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
Johnson, Neil
Mathe, Michelle
论文数: 0引用数: 0
h-index: 0
机构:
Merck Res Labs, Pharmaceut Sci & Clin Supplies, West Point, PA 19486 USAMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
Mathe, Michelle
Scott, Jeremy P.
论文数: 0引用数: 0
h-index: 0
机构:
Merck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, EnglandMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England
Scott, Jeremy P.
Xu, Jing
论文数: 0引用数: 0
h-index: 0
机构:
Merck Res Labs, Global Analyt Chem, Rahway, NJ 07065 USAMerck Sharp & Dohme Ltd, Global Proc Chem, Hoddesdon EN11 9BU, Herts, England