Lewis base-catalyzed conjugate reduction and reductive aldol reaction of α,β-unsaturated ketones using trichlorosilane

Literature Information

Publication Date 2008-07-17
DOI 10.1039/B807529H
Impact Factor 6.222
Authors

Masaharu Sugiura, Norimasa Sato, Shunsuke Kotani, Makoto Nakajima


View Original

Abstract

Lewis bases such as Ph3PO and HMPA catalyze the 1,4-reduction of α,β-unsaturated ketones with trichlorosilane, and because the 1,2-reduction of aldehydes scarcely proceeded under the conditions, one-pot reductive aldol reactions with aldehydes were successfully achieved; preliminary studies using a chiral Lewis base revealed a high potential for enantioselective catalysis.

Related Literature

Thermally-induced spin-crossover (SCO) in Fe(4-ethynylpyrdine)2[Fe(CN)5NO]. Why is the SCO observed in 2D ferrous nitroprussides despite the NO–NC repulsive interaction in the interlayer region?

K. Scanda, Y. Avila, L. Sánchez, R. Mojica, M. González, B. D. Moreno, Manuel Avila, E. Reguera

2023-11-13 Paper

DOI: 10.1039/D3NJ04638A

How does aggregation of doxorubicin molecules affect its solvation and membrane penetration?

Sadaf Shirazi-Fard, Amin Reza Zolghadr

2023-11-14 Paper

DOI: 10.1039/D2NJ06221F

Au nanoparticle-decorated Ni2P nanosheet arrays with porous grids for electroanalytical hydroquinone sensing

Wenbo Lu, Xue Zhang, Wenting Tong, Ming Wei

2023-11-16 Paper

DOI: 10.1039/D3NJ03955B

Effect of SO2 introduction into CeO2 on its surface acidity and redox property for the selective catalytic reduction of NO with NH3

Xuejun Zhang, Dujuan Mo, Zhongxian Song, Wei Liu, Haiyang Li, Nana Guan, Mengru Zhang, Ruihua Guo, Zhenzhen Huang

2023-11-27 Paper

DOI: 10.1039/D3NJ03924B

Manganese-mineralized cancer cells as immunogenic cancer vaccines for tumor immunotherapy

Zhenyu Liu, Benke Li, Chen Li, Yihao Cui, Fengchao Tian, Ruikang Tang, Xiaoyu Wang

2023-11-01 Paper

DOI: 10.1039/D3TB01538F

Carboxymethylcellulose/layered double hydroxide dispersions for topical ocular delivery of non-steroidal anti-inflammatory drugs

Giuliana Mosconi, María Lina Formica, Santiago D. Palma, Ricardo Rojas

2023-11-24 Paper

DOI: 10.1039/D3NJ04434C

Smart bionic applications based on a multiple stimulus response GO-PDANP/PDMS bilayer flexible actuator

Song He, Chunxiang He, Xinyu Liu, Chunhua Du, Xin Jin, Qilin Chen, Ping Li

2023-11-14 Paper

DOI: 10.1039/D3NJ04471H

Interaction of phytate with cyclic polyamines

Julia Torres, Nicolás Veiga, Matteo Savastano, Carlos Kremer, Antonio Bianchi

2023-11-24 Paper

DOI: 10.1039/D3NJ04652D

Correction: Kinetics and mechanism of halide exchange in reactions of CpRu(PPh3)2Cl with alkyl halides: evidence for radical pairs

Katherine Carney, Lauren Polito, Kamilya Reid, Surbhi Srinivas, Gabrielle Blake, Nithin Chintala, Rein U. Kirss

2023-12-06 Correction

DOI: 10.1039/D3NJ90184J

You might also like

Compound Q&A

What precautions should be taken when handling 4-(2-Furylmethyl)thiomorpholine 1,1-dioxide (CAS: 79206-94-3)?

When handling 4-(2-Furylmethyl)thiomorpholine 1,1-dioxide (CAS: 79206-94-3), it ...

79206-94-34-(2-Furylmethyl)thi...
Compound Q&A

What precautions should be taken when handling 4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide (CAS: 71320-77-9)?

When handling 4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide (CAS: 71320-77-9), it...

71320-77-94-Chloro-N-[2-(4-mor...
Compound Q&A

How should waste containing 2-[2-(2-Methoxyethoxy)ethoxy]ethyl 4-methylbenzenesulfonate (CAS: 62921-74-8) be handled?

Waste containing this compound (CAS: 62921-74-8) should be handled according to ...

62921-74-82-[2-(2-Methoxyethox...
Compound Q&A

How should waste containing (S)-Methyl 2-amino-3-cyclohexylpropanoate be handled?

Waste containing (S)-Methyl 2-amino-3-cyclohexylpropanoate should be collected i...

40056-18-6(S)-Methyl 2-amino-3...
166882-70-85-({4-[(2S,4R)-4-Hyd...
Compound Q&A

Are there alternatives to (2E)-3-(3,4-Dichlorophenyl)acrylic acid (CAS: 7312-27-8) in synthesis?

There are several alternatives to (2E)-3-(3,4-Dichlorophenyl)acrylic acid in syn...

7312-27-8(2E)-3-(3,4-Dichloro...
Compound Q&A

How should Ethyl 6-(2-nitrophenyl)imidazo[2,1-b][1,3]thiazole-3-carboxylate (CAS: 925437-84-9) be stored?

Ethyl 6-(2-nitrophenyl)imidazo[2,1-b][1,3]thiazole-3-carboxylate (CAS: 925437-84...

925437-84-9Ethyl 6-(2-nitrophen...
Compound Q&A

How should waste containing 2-(1,3-Thiazol-2-yl)ethanamine (CAS: 18453-07-1) be handled?

Waste containing 2-(1,3-Thiazol-2-yl)ethanamine (CAS: 18453-07-1) should be coll...

18453-07-12-(1,3-Thiazol-2-yl)...
Compound Q&A

How is Methyl 5-iodo-2-methylbenzoate (CAS: 103440-54-6) typically synthesized?

Methyl 5-iodo-2-methylbenzoate can be synthesized through the iodination of meth...

103440-54-6Methyl 5-iodo-2-meth...
Compound Q&A

How is 5-Chloro[1,2,4]triazolo[1,5-a]pyridine (CAS: 1427399-34-5) typically synthesized?

5-Chloro[1,2,4]triazolo[1,5-a]pyridine is commonly synthesized via the condensat...

1427399-34-55-Chloro[1,2,4]triaz...

Source Journal

Chemical Communications

Chemical Communications
CiteScore: 8.6
Self-citation Rate: 4.7%
Articles per Year: 2458

ChemComm publishes urgent research which is of outstanding significance and interest to experts in the field, while also appealing to the journal’s broad chemistry readership. Our communication format is ideally suited to short, urgent studies that are of such importance that they require accelerated publication. Our scope covers all topics in chemistry, and research at the interface of chemistry and other disciplines (such as materials science, nanoscience, physics, engineering and biology) where there is a significant novelty in the chemistry aspects. Major topic areas covered include: Analytical Chemistry Catalysis Chemical Biology and medicinal chemistry Computational Chemistry and Machine Learning Energy and sustainable chemistry Environmental Chemistry Green Chemistry Inorganic Chemistry Materials Chemistry Nanoscience Organic Chemistry Physical Chemistry Polymer Chemistry Supramolecular Chemistry

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.