Iron-catalyzed asymmetric intramolecular cyclopropanation reactions using chiral tetramethyl-1,1′-spirobiindane-based bisoxazoline (TMSI-BOX) ligands

Literature Information

Publication Date 2019-01-09
DOI 10.1039/C8OB03065K
Impact Factor 3.876
Authors

Haorui Gu, Shaoying Huang, Xufeng Lin


View Original

Abstract

The versatile application of chiral bisoxazoline (BOX) ligands in diverse metal-catalyzed asymmetric reactions results in growing demand for novel BOX ligands containing different motifs. Herein, the successful development of a chiral spiro bisoxazoline ligand (TMSI-BOX) on the basis of the tetramethyl-1,1′-spirobiindane motif and bisoxazoline chelating units is described. The corresponding Fe complexes of TMSI-BOX proved to be excellent catalysts in the asymmetric intramolecular cyclopropanation reaction of diazo derivatives, providing synthetically versatile [3.1.0]bicycloalkane derivatives bearing two contiguous quaternary chiral centers with high enantiomeric purity.

Related Literature

Correction: Synthesis of green fluorescent carbon dots from Moringa oleifera for sensing of deltamethrin and fenvalerate in vegetables and rice

Foziya Yusuf Vadia, Jinet Susan Johny, Naved I. Malek, Suresh Kumar Kailasa

2023-10-19 Correction

DOI: 10.1039/D3FB90017G

Nitrogen-doped carbon dots in transesterification reactions for biodiesel synthesis

João P. de Mesquita

2023-09-22 Paper

DOI: 10.1039/D3LF00060E

A metamaterial based sensor for moisture and density of cereal flours

Aswathi P. V., Anju Sebastian, Lulu Varghese, Joseph V. P., Jolly Andrews

2023-11-07 Paper

DOI: 10.1039/D3FB00126A

An assessment of spent coffee grounds as a replacement for peat in the production of Scotch whisky: chemical extraction and pyrolysis studies

Kacper P. Krakowiak, Ruaraidh D. McIntosh, David Ellis

2023-11-13 Paper

DOI: 10.1039/D3FB00088E

A comprehensive review on isochoric freezing: a recent technology for preservation of food and non-food items

Dhanya R., Abhirami Panoth, N. Venkatachalapathy

2023-10-12 Review Article

DOI: 10.1039/D3FB00146F

Nanoporous oxide electrodes for energy conversion and storage devices

Jin Wook Yang, Hee Ryeong Kwon, Jin Ho Seo, Sangwoo Ryu

2023-10-09 Review Article

DOI: 10.1039/D3LF00094J

Biological and postharvest interventions to manage the ethylene in fruit: a review

Ram Asrey, Swati Sharma, Kalyan Barman, Uma Prajapati, Narender Negi

2023-06-29 Review Article

DOI: 10.1039/D3FB00037K

Contents list

2023-11-16 Front/Back Matter

DOI: 10.1039/D3FB90020G

N-doped graphene nanosheets-based optical nano switch for the selective detection of guanine and Pb2+

Gouri Sankar Das, Manish Srivastava, Kumud Malika Tripathi

2023-10-17 Paper

DOI: 10.1039/D3SU00328K

You might also like

Compound Q&A

What industries use (1R,3S)-1,3-Cyclopentanediol (CAS: 16326-97-9)?

(1R,3S)-1,3-Cyclopentanediol finds applications in various industries. In the ph...

16326-97-9(1R,3S)-1,3-Cyclopen...
Compound Q&A

What precautions should be taken when handling N'-[4-(Dimethylamino)phenyl]-N,N-dimethyl-1,4-benzenediamine (CAS: 637-31-0)?

When handling N'-[4-(Dimethylamino)phenyl]-N,N-dimethyl-1,4-benzenediamine, it i...

637-31-0N'-[4-(Dimethylamino...
Compound Q&A

Are there alternatives to 5-(2,4-Difluorophenyl)-2-methoxypyrimidine (CAS: 1352318-16-1) in synthesis?

There are several alternatives to 5-(2,4-Difluorophenyl)-2-methoxypyrimidine in ...

1352318-16-15-(2,4-Difluoropheny...
Compound Q&A

What regulatory guidelines apply to 1-(3-Methoxyphenoxy)propan-2-ol (CAS: 382141-68-6)?

1-(3-Methoxyphenoxy)propan-2-ol (CAS: 382141-68-6) must comply with the Globally...

382141-68-61-(3-Methoxyphenoxy)...
Compound Q&A

Is Tetrodotoxin Citrate (CAS: 18660-81-6) safe?

Tetrodotoxin Citrate is extremely dangerous and should be handled with extreme c...

18660-81-6Tetrodotoxin Citrate
Compound Q&A

What are the main uses of 2-Methyl-2-propanyl [(1R,3S)-3-hydroxycyclopentyl]carbamate (CAS: 225641-84-9)?

2-Methyl-2-propanyl [(1R,3S)-3-hydroxycyclopentyl]carbamate (CAS: 225641-84-9) i...

225641-84-92-Methyl-2-propanyl ...
Compound Q&A

How should waste containing 4-(2-Hydroxyhexafluoroisopropyl)Benzoic Acid (CAS: 16261-80-6) be handled?

Waste containing 4-(2-Hydroxyhexafluoroisopropyl)Benzoic Acid (CAS: 16261-80-6) ...

16261-80-64-(2-Hydroxyhexafluo...
Compound Q&A

How is 2-Methyl-2-proanyl {(2S)-1-[(benzyloxy)amino]-3-hydroxy-3-methyl-1-oxo-2-butanyl}carbamate (CAS: 102507-19-7) typically synthesized?

2-Methyl-2-proanyl {(2S)-1-[(benzyloxy)amino]-3-hydroxy-3-methyl-1-oxo-2-butanyl...

102507-19-72-Methyl-2-propanyl ...
Compound Q&A

What is Benzeneethanamine, α-ethyl-, hydrochloride (1:1) (CAS: 20735-15-3)?

Benzeneethanamine, α-ethyl-, hydrochloride (1:1) is an organic compound with the...

20735-15-3Benzeneethanamine, α...
Compound Q&A

Are there alternatives to 3-{(E)-[4-(Dimethylamino)phenyl]diazenyl}benzoic acid (CAS: 20691-84-3) in synthesis?

In the synthesis of compounds similar to 3-{(E)-[4-(Dimethylamino)phenyl]diazeny...

20691-84-33-{(E)-[4-(Dimethyla...

Source Journal

Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
Articles per Year: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.