- Direct radical sulfonylation at α-C(sp3)-H of THF with sodium sulfinates in aqueous medium
-
A direct transition-metal-free, convenient and highly regioselective synthesis of 2-alkyl/aryl sulfonyl tetrahydrofurans (THFs) has been achieved from THF and sodium sulfinates using K2S2O8 as a mild oxidant. This one-pot
- Singh, Manjula,Yadav, Lal Dhar S.,Singh, Rana Krishna Pal
-
-
Read Online
- Site- And enantiodifferentiating C(sp3)-H oxidation enables asymmetric access to structurally and stereochemically diverse saturated cyclic ethers
-
A manganese-catalyzed site- and enantiodifferentiating oxidation of C(sp3)-H bonds in saturated cyclic ethers has been described. The mild and practical method is applicable to a range of tetrahydrofurans, tetrahydropyrans, and medium-sized cyclic ethers with multiple stereocenters and diverse substituent patterns in high efficiency with extremely efficient site- and enantiodiscrimination. Late-stage application in complex biological active molecules was further demonstrated. Mechanistic studies by combined experiments and computations elucidated the reaction mechanism and origins of stereoselectivity. The ability to employ ether substrates as the limiting reagent, together with a broad substrate scope, and a high level of chiral recognition, represent a valuable demonstration of the utility of asymmetric C(sp3)-H oxidation in complex molecule synthesis.
- Liu, Lei,Sun, Shutao,Yang, Yiying,Zhang, Dongju,Zhao, Ran
-
supporting information
p. 19346 - 19353
(2020/12/01)
-
- Synthesis of α-Cyano and α-Sulfonyl Cyclic Ethers via Intramolecular Reactions of Peroxides with Sulfone- And Nitrile-Stabilized Carbanions
-
The intramolecular reaction of carbon nucleophiles with oxygen-centered electrophiles has been little explored outside of nucleophilic epoxidation. We now report the synthesis of sulfonyl- and cyano-substituted oxacycles via intramolecular reaction of sul
- Horn, Alissa,Dussault, Patrick H.
-
p. 14611 - 14626
(2019/11/13)
-
- 5-SUBSTITUTED-PYRAZINE OR PYRIDINE GLUCOKINASE ACTIVATORS
-
The present invention provides a compound according to formula (I) where the substituent designations are provided in the specification. Pharmaceutical compositions comprising a compound according to formula (I) are also provided, said compounds being glucokinase activators which are useful in the treatment of type II diabetes.
- -
-
-
- New syntheses of 2-phenylsulphonylfurans
-
The synthesis of 2-phenylsulphonyltetrahydrofuran (1), 2-phenylsulphonyl-5-methoxy-2,5-dihydrofuran (2) and 2-phenylsulphonylfuran (3) was carried out in very good yields and short reaction times starting from easily available precursors.
- Malanga, Corrado,Aronica, Laura A.,Lardicci, Luciano
-
p. 2317 - 2327
(2007/10/03)
-
- SUBSTITUTION REACTIONS OF 2-BENZENESULPHONYL CYCLIC ETHERS WITH CARBON NUCLEOPHILES
-
Direct substitution of 2-benzenesulphonylcyclic ethers was studied using a variety of carbon nucleophiles.These nucleophiles included organozinc reagents (derived from aryl, vinyl and alkynyl Grignard reagents) or silyl enol ethers, silyl ketene acetals,
- Brown, Dearg S.,Bruno, Maurizio,Davenport, Raymond J.,Ley, Steven V.
-
p. 4293 - 4308
(2007/10/02)
-