Lithium amide conjugate addition for the asymmetric synthesis of 3-aminopyrrolidines
Literature Information
Stephen G. Davies, A. Christopher Garner, Euan C. Goddard, Dennis Kruchinin, Paul M. Roberts, Humberto Rodriguez-Solla, Andrew D. Smith
Conjugate addition of homochiral lithium amides to methyl 4-(N-benzyl-N-allylamino)but-2-enoate, chemoselective N-deprotection and concomitant cyclisation, followed by enolate functionalisation and deprotection allows access to syn- and anti-3,4-disubstituted aminopyrrolidines in > 98% d.e. and > 98% e.e.
Related Literature
Getting the sterics just right: a five-coordinate iridium trisboryl complex that reacts with C–H bonds at room temperature
Ghayoor A. Chotana, Britt A. Vanchura, II, Man Kin Tse, Richard J. Staples, Robert E. Maleczka, Jr, Milton R. Smith, III
DOI: 10.1039/B914736E
Iridium-catalyzed enantioselective hydrogenation of vinyl boronates
Alexander Paptchikhine, Pradeep Cheruku, Mattias Engman, Pher G. Andersson
DOI: 10.1039/B912590F
Synthesis and electrochemical properties of TTF modified oligodeoxynucleotides
Mathias Schnippering, Alain Zahn, Shi-Xia Liu, Christian Leumann, Silvio Decurtins, David J. Fermín
DOI: 10.1039/B907847A
Electrochemically promoted C-3 amination of 2H-indazoles
Yuhui Zhou, Laiqiang Li, Yongmin Ma, Pinhua Li
DOI: 10.1039/D0QO01088J
Rh(iii)-Catalyzed switchable C–H monoalkenylation and dialkenylation of 2-(1H-pyrazol-1-yl)pyridine with alkenes via rollover cyclometalation
Haifang Meng, Fang Yang, Mengjia Chen, Chen Chen, Bolin Zhu
DOI: 10.1039/D0QO01325K
Acid-mediated formation of trifluoromethylsulfonates from sulfonic acids and a hypervalent iodine trifluoromethylating agent‡
Raffael Koller, Quentin Huchet, Philip Battaglia, Jan M. Welch, Antonio Togni
DOI: 10.1039/B913962A
Role of complementary H-bonding interaction of a cyanurate in the self-assembly and gelation of melamine linked tri(p-phenyleneethynylene)s
Sankarapillai Mahesh, Rajasekaran Thirumalai, Akihide Kitamura, Ayyappanpillai Ajayaghosh
DOI: 10.1039/B912392J
Self-assembly of ZnO/SiO2 hierarchical nanostructures array on metal substrate
Hui Wang, Xiao-Hong Zhang, Xia Fan, Chun-Sing Lee, Shuit-Tong Lee
DOI: 10.1039/B910360K
A sensitive and specific electrochemiluminescentl sensor for lead based on DNAzyme
Xi Zhu, Zhenyu Lin, Lifeng Chen, Bin Qiu, Guonan Chen
DOI: 10.1039/B911191C
You might also like
Are there alternatives to 1-(4-Chlorophenyl)-N-hydroxymethanimine (CAS: 3848-36-0) in synthesis?
When considering alternatives to 1-(4-Chlorophenyl)-N-hydroxymethanimine (CAS: 3...
How should (1R,9S,10S,12S,14E,16S,19R,20R,21S,22R)-3,9,21-Trihydroxy-5,10,12,14,16,20,22-heptamethyl-23,24-dioxatetracyclo[17.3.1.1~6,9~.0~2,7~]tetracosa-2,5,7,14-tetraen-4-one (CAS: 183202-73-5) be stored?
This compound should be stored in a cool, dry place away from direct sunlight. I...
How is 3-(4-Bromophenyl)-5-(2-fluorophenyl)-1,2,4-oxadiazole (CAS: 419553-16-5) typically synthesized?
3-(4-Bromophenyl)-5-(2-fluorophenyl)-1,2,4-oxadiazole is synthesized through a m...
How is 5-Chloro-2-(4-chlorophenyl)-4-methyl-6-[3-(1-piperidinyl)propoxy]pyrimidine (CAS: 1639220-19-1) typically synthesized?
5-Chloro-2-(4-chlorophenyl)-4-methyl-6-[3-(1-piperidinyl)propoxy]pyrimidine (CAS...
What industries use 2-Chloro-4-(difluoromethoxy)pyridine (CAS: 1206978-15-5)?
2-Chloro-4-(difluoromethoxy)pyridine is used in the pharmaceutical industry for ...
What regulatory guidelines apply to 3-Chloro-6-methylpyridazine (CAS: 1121-79-5)?
3-Chloro-6-methylpyridazine (CAS: 1121-79-5) is classified under the Globally Ha...
Are there alternatives to Methyl 4,5-dimethyl-2-nitrobenzoate in synthesis?
Several alternatives can be used in the synthesis of Methyl 4,5-dimethyl-2-nitro...
Are there alternatives to (2E,2'E)-3,3'-(1,4-Phenylene)bisacrylaldehyde in synthesis?
Alternatives to (2E,2'E)-3,3'-(1,4-Phenylene)bisacrylaldehyde include other acry...
What is 3-Amino-5-chloropyridin-2-ol hydrochloride (CAS: 1261906-29-9)?
3-Amino-5-chloropyridin-2-ol hydrochloride is an organic compound with the CAS n...
What precautions should be taken when handling 6,7-Difluoro-2,3-dihydro-4H-chromen-4-one (CAS: 1092349-93-3)?
When handling 6,7-Difluoro-2,3-dihydro-4H-chromen-4-one, it is essential to wear...
Source Journal
Chemical Communications

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










![(2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-(methylselanyl)butanoic acid structure (2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-(methylselanyl)butanoic acid structure](https://static.chemtradehub.com/structs/121/1217852-49-7-f252.webp)
![4-[(3-Chloro-2-fluorophenyl)amino]-7-methoxy-6-quinazolinyl acetate structure 4-[(3-Chloro-2-fluorophenyl)amino]-7-methoxy-6-quinazolinyl acetate structure](https://static.chemtradehub.com/structs/740/740081-22-5-f58f.webp)


![[4-(Isobutyrylamino)phenyl]boronic acid structure [4-(Isobutyrylamino)phenyl]boronic acid structure](https://static.chemtradehub.com/structs/874/874219-50-8-6ab5.webp)