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Literature DB >> 29712035

A Rh-Catalyzed C-H Insertion Reaction for the Oxidative Conversion of Carbamates to Oxazolidinones.

Abstract

Selective intramolecular alkane oxidations: an RhII carboxylate catalyzed C-H amination reaction facilitates the preparation of 1,2-amino alcohols from primary carbamates. The reaction is stereospecific, providing access to chiral α-branched amines from optically pure starting materials with no loss in enantiomeric excess.

Entities: Chemical Gene

Keywords: C−H insertion; amino alcohols; cyclization; homogeneous catalysis; rhodium

Year: 2001 PMID： 29712035 DOI： 10.1002/1521-3773(20010202)40:3<598::AID-ANIE598>3.0.CO;2-9

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

16 in total

1. syn-1,2-Amino alcohols via diastereoselective allylic C-H amination.

Authors: Kenneth J Fraunhoffer; M Christina White
Journal: J Am Chem Soc Date: 2007-05-22 Impact factor: 15.419

2. Chemo- and Enantioselective Intramolecular Silver-Catalyzed Aziridinations.

Authors: Minsoo Ju; Cale D Weatherly; Ilia A Guzei; Jennifer M Schomaker
Journal: Angew Chem Int Ed Engl Date: 2017-07-12 Impact factor: 15.336

3. Mechanism and Dynamics of Intramolecular C-H Insertion Reactions of 1-Aza-2-azoniaallene Salts.

Authors: Xin Hong; Daniel A Bercovici; Zhongyue Yang; Nezar Al-Bataineh; Ramya Srinivasan; Ram C Dhakal; K N Houk; Matthias Brewer
Journal: J Am Chem Soc Date: 2015-07-07 Impact factor: 15.419

4. Application of diazene-directed fragment assembly to the total synthesis and stereochemical assignment of (+)-desmethyl-meso-chimonanthine and related heterodimeric alkaloids.

Authors: Stephen P Lathrop; Mohammad Movassaghi
Journal: Chem Sci Date: 2014-01-01 Impact factor: 9.825

A Rh-Catalyzed C-H Insertion Reaction for the Oxidative Conversion of Carbamates to Oxazolidinones.

1. syn-1,2-Amino alcohols via diastereoselective allylic C-H amination.

2. Chemo- and Enantioselective Intramolecular Silver-Catalyzed Aziridinations.

3. Mechanism and Dynamics of Intramolecular C-H Insertion Reactions of 1-Aza-2-azoniaallene Salts.

4. Application of diazene-directed fragment assembly to the total synthesis and stereochemical assignment of (+)-desmethyl-meso-chimonanthine and related heterodimeric alkaloids.

5. Regioselective differentiation of vicinal methylene C-H bonds enabled by silver-catalysed nitrene transfer.

6. Development of a flexible strategy towards FR900482 and the mitomycins.

7. Ligand-Enabled β-Methylene C(sp³ )-H Arylation of Masked Aliphatic Alcohols.

8. Directed β C-H Amination of Alcohols via Radical Relay Chaperones.

9. Palladium-catalyzed method for the synthesis of carbazoles via tandem C-H functionalization and C-N bond formation.

10. Synthesis of Boc-protected bicycloproline.