Asymmetric synthesis of pyrrolidine-containing chemical scaffolds via Tsuji-Trost allylation of N-tert-butanesulfinyl imines
A simple and efficient asymmetric synthesis of novel sp3 rich pyrrolidine chemical scaffolds over five steps starting from simple ketones is described. Key steps involve the use of tert-butanesulfinamide as a chiral auxiliary to perform an asymmetric Tsuji-Trost allylation, with subsequent cross-met...
| Main Authors: | Dawood, Rafid S., Georgiou, Irene, Wilkie, Ross P., Lewis, William, Stockman, Robert A. |
|---|---|
| Format: | Article |
| Published: |
Wiley-VCH Verlag
2017
|
| Online Access: | https://eprints.nottingham.ac.uk/46526/ |
Similar Items
Chain walking of allylrhodium species towards esters during
rhodium-catalyzed nucleophilic allylations of imines
by: Martínez, Jose I., et al.
Published: (2015)
by: Martínez, Jose I., et al.
Published: (2015)
Asymmetric transition metal-catalyzed alkyl addition to imines with chiral phosphine ligands
by: El Hajjaji, Samir
Published: (2010)
by: El Hajjaji, Samir
Published: (2010)
Enantioselective rhodium-catalyzed coupling of arylboronic acids, 1,3-enynes, and Imines by alkenyl-to-allyl 1,4-rhodium(I) migration
by: Callingham, Michael, et al.
Published: (2017)
by: Callingham, Michael, et al.
Published: (2017)
Asymmetric rhodium catalysed additions to activated imines : new approaches to α-chiral amines
by: Crampton, Rosemary Helen
Published: (2012)
by: Crampton, Rosemary Helen
Published: (2012)
Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins.
by: Abdul Rahman, Mohd Basyaruddin, et al.
Published: (2011)
by: Abdul Rahman, Mohd Basyaruddin, et al.
Published: (2011)
Community and conservation: Sea turtle conservation in Southern Terengganu, Malaysia / Tsuji Shuji
by: Tsuji , Shuji
Published: (2016)
by: Tsuji , Shuji
Published: (2016)
Synthesis of highly porous poly(tert-butyl acrylate)-b-polysulfone-b-poly(tert-butyl acrylate) asymmetric membranes
by: Xie, Y., et al.
Published: (2016)
by: Xie, Y., et al.
Published: (2016)
Rhodium-catalyzed oxidative C–H allylation of benzamides
with 1,3-dienes by allyl-to-allyl 1,4-Rh(III) migration
by: Korkis, Stamatis E., et al.
Published: (2016)
by: Korkis, Stamatis E., et al.
Published: (2016)
New reactive sites enabled via an allyl-to-allyl 1,4-Rh(III) migration
by: Korkis, Stamatis E.
Published: (2018)
by: Korkis, Stamatis E.
Published: (2018)
N-(Pyrrolidin-1-ylcarbothioyl)benzamide
by: Al-Abbasi, Aisha A., et al.
Published: (2012)
by: Al-Abbasi, Aisha A., et al.
Published: (2012)
The pyrrolidine ring and its relation with the psychoactivity of mitragynine
by: Mohd Ghazali, Masitah, et al.
Published: (2015)
by: Mohd Ghazali, Masitah, et al.
Published: (2015)
Stereoselective Rh- and Cu-catalysed additions to imines and aldehydes
by: Smith, Joshua J.
Published: (2017)
by: Smith, Joshua J.
Published: (2017)
Remote nucleophilic allylation by allylrhodium chain walking
by: Groves, Alistair, et al.
Published: (2018)
by: Groves, Alistair, et al.
Published: (2018)
Gold-catalysed nucleophilic allylation of azinium ions
by: O'Brien, Luke
Published: (2023)
by: O'Brien, Luke
Published: (2023)
Miscibility And Reinforcing Ability Of Allylic Monomers In Polystyrene
by: Muhammad, Ahmad Fakhrughazi
Published: (2017)
by: Muhammad, Ahmad Fakhrughazi
Published: (2017)
Copper-catalyzed borylative coupling of vinylazaarenes and N-Boc imines
by: Smith, Joshua J., et al.
Published: (2016)
by: Smith, Joshua J., et al.
Published: (2016)
Memleket’imin ikinci yılı (The second year of my Memleket)
by: Kayadibi, Saim
Published: (2008)
by: Kayadibi, Saim
Published: (2008)
Engineering of a thermostable alcohol dehydrogenase towards imine reduction
by: Nethercott, Alanna Mary
Published: (2018)
by: Nethercott, Alanna Mary
Published: (2018)
Synthesis And Characterisation Of New Dispiro Pyrrolidines As Cholinesterase Inhibitors
by: Mohamed Yusoff, Nadia
Published: (2019)
by: Mohamed Yusoff, Nadia
Published: (2019)
Arylative intramolecular allylation of ketones with 1,3-enynes enabled by catalytic alkenyl-to-allyl 1,4-Rh(I) migration
by: Partridge, Benjamin M., et al.
Published: (2017)
by: Partridge, Benjamin M., et al.
Published: (2017)
Synthesis and Applications of tert-Alkylphosphines
by: Barber, Thomas
Published: (2021)
by: Barber, Thomas
Published: (2021)
Enantioselective nickel-catalyzed arylative intramolecular allylations of allenyl electrophiles
by: NGUYEN, THI LE NHON
Published: (2020)
by: NGUYEN, THI LE NHON
Published: (2020)
Enantioselective nickel-catalyzed arylative intramolecular 1,4allylations
by: Nguyen, Thi Le Nhon, et al.
Published: (2018)
by: Nguyen, Thi Le Nhon, et al.
Published: (2018)
Experimental and density functional theory investigation of imine formation using microwave irradiation
by: Nasir, Fatin Ilyani, et al.
Published: (2020)
by: Nasir, Fatin Ilyani, et al.
Published: (2020)
Computational Design And Investigation Of New Benzophenones And Benzophenone Imines Inhibitors For Breast Cancer
by: Shtaiwi, Amneh Mohammad
Published: (2018)
by: Shtaiwi, Amneh Mohammad
Published: (2018)
Studies towards enantioselective metal-catalysed nucleophilic allylations using allenes
by: Di Sanza, Riccardo
Published: (2020)
by: Di Sanza, Riccardo
Published: (2020)
Synthesis And Activity Studies Of Novel Dispiro Pyrrolidine Compounds As Potential Antimycobacterial Agents
by: Ang , Chee Wei
Published: (2015)
by: Ang , Chee Wei
Published: (2015)
Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration
by: Luo, Yunfei, et al.
Published: (2014)
by: Luo, Yunfei, et al.
Published: (2014)
Solvolytic stereoselective coupling reaction of p-methoxyphenylmagnesium bromide with substituted allylic chlorides.
by: Lajis, Nordin Hj., et al.
Published: (1992)
by: Lajis, Nordin Hj., et al.
Published: (1992)
4-tert-Butylamino-3-nitrobenzoic acid
by: Narendra Babu, Shivanagere Nagojappa, et al.
Published: (2009)
by: Narendra Babu, Shivanagere Nagojappa, et al.
Published: (2009)
Ethyl 3,4-bis(acetyloxy)-2-(4-methoxyphenyl)pyrrolidine-1-carboxylate
by: Dallasta Pedroso, Sofia, et al.
Published: (2020)
by: Dallasta Pedroso, Sofia, et al.
Published: (2020)
Advances in the application of N-sulfinyl auxiliaries to the synthesis of pyrrolidines and α-amino acid derivatives
by: O'Connor, Daniel
Published: (2020)
by: O'Connor, Daniel
Published: (2020)
Facile, Regio- and Diastereoselective Synthesis of
Spiro-Pyrrolidine and Pyrrolizine Derivatives and Evaluation of Their Antiproliferative Activities
by: Almansour, Abdulrahman I., et al.
Published: (2014)
by: Almansour, Abdulrahman I., et al.
Published: (2014)
Preparation and catalysis in epoxidation of allyl chloride of zeolitic titanosilicate-1/smectitic clay minerals
by: Xia, H., et al.
Published: (2011)
by: Xia, H., et al.
Published: (2011)
Stereoselective synthesis of functionalized pyrrolidines by the diverted NH insertion reaction of metallocarbenes with β-aminoketone derivatives
by: Nicolle, Simon M., et al.
Published: (2016)
by: Nicolle, Simon M., et al.
Published: (2016)
Synthetic studies of some Pyrrolidine-2,3-dione type compounds / Nurul Shulehaf Mansor
by: Mansor, Nurul Shulehaf
Published: (2014)
by: Mansor, Nurul Shulehaf
Published: (2014)
Glyceryl ether (mono-tert-butoxypropanediol) in emulsion system
by: Yusrabbil Amiyati Yusof,, et al.
Published: (2018)
by: Yusrabbil Amiyati Yusof,, et al.
Published: (2018)
Enantioselective nickel-catalyzed intramolecular allylic alkenylations enabled by reversible alkenylnickel E/Z isomerization
by: Yap, Connor, et al.
Published: (2017)
by: Yap, Connor, et al.
Published: (2017)
(N-Benzyl-N-ethyldithiocarbamato)di-tert-butylchloridotin(IV).
by: Abdul Mutalib, Amirah Faizah, et al.
Published: (2011)
by: Abdul Mutalib, Amirah Faizah, et al.
Published: (2011)
Di-tert-butylchlorido(N,N-dibenzyldithiocarbamato)tin(IV).
by: Abdul Muthalib, Amirah Faizah, et al.
Published: (2011)
by: Abdul Muthalib, Amirah Faizah, et al.
Published: (2011)
Similar Items
-
Chain walking of allylrhodium species towards esters during
rhodium-catalyzed nucleophilic allylations of imines
by: Martínez, Jose I., et al.
Published: (2015) -
Asymmetric transition metal-catalyzed alkyl addition to imines with chiral phosphine ligands
by: El Hajjaji, Samir
Published: (2010) -
Enantioselective rhodium-catalyzed coupling of arylboronic acids, 1,3-enynes, and Imines by alkenyl-to-allyl 1,4-rhodium(I) migration
by: Callingham, Michael, et al.
Published: (2017) -
Asymmetric rhodium catalysed additions to activated imines : new approaches to α-chiral amines
by: Crampton, Rosemary Helen
Published: (2012) -
Ionic Liquid-Supported (ILS) (S)-Pyrrolidine Sulfonamide for Asymmetric Michael addition reactions of Aldehydes with Nitroolefins.
by: Abdul Rahman, Mohd Basyaruddin, et al.
Published: (2011)