Quadruple domino organocatalysis: an asymmetric aza-Michael/Michael/Michael/aldol reaction sequence leading to tetracyclic indole structures with six stereocenters
Enders, D.; Greb, A.; Deckers, K.; Selig, P.; Merkens, C.
Chemistry 18(33): 10226-10229
2012
ISSN/ISBN: 1521-3765
PMID: 22865412
DOI: 10.1002/chem.201201493
Accession: 055303824
PDF emailed within 0-6 h: $19.90
Related References
Kumar, M.; Chauhan, P.; Bailey, S.J.; Jafari, E.; von Essen, C.; Rissanen, K.; Enders, D. 2018: Organocatalytic Oxa-Michael/Michael/Michael/Aldol Condensation Quadruple Domino Sequence: Asymmetric Synthesis of Tricyclic Chromanes Organic Letters 20(4): 1232-1235Philipps, A.R.; Fritze, L.; Erdmann, N.; Enders, D. 2015: An Asymmetric Organocatalytic Quadruple Domino Reaction Employing a Vinylogous Friedel-Crafts/Michael/Michael/Aldol Condensation Sequence Synthesis 47(16): 2377-2384
Chaudhari, P.D.; Hong, B.-C.; Lee, G.-H. 2017: Organocatalytic Enantioselective Michael-Michael-Michael-Aldol Condensation Reactions: Control of Six Stereocenters in a Quadruple-Cascade Asymmetric Synthesis of Polysubstituted Spirocyclic Oxindoles Organic Letters 19(22): 6112-6115
Raja, A.; Hong, B.-C.; Lee, G.-H. 2014: Organocatalytic enantioselective Michael-Michael-Michael-aldol condensation reactions: control of five stereocenters in a quadruple-cascade asymmetric synthesis of highly functionalized hexahydrophenanthrenes Organic Letters 16(21): 5756-5759
Enders, D.; Wang, C.; Mukanova, M.; Greb, A. 2010: Organocatalytic asymmetric synthesis of polyfunctionalized 3-(cyclohexenylmethyl)-indoles via a quadruple domino Friedel-Crafts-type/Michael/Michael/aldol condensation reaction Chemical Communications 46(14): 2447-2449
Enders, D.; Urbanietz, G.; Cassenssasse, E.; Keess, S.; Raabe, G. 2012: Control of Six Contiguous Stereocenters in an Asymmetric Organocatalytic One-Pot Michael/Michael/Aldol Addition Sequence Advanced Synthesis and Catalysis 354(8): 1481-1488
Shu, T.; Ni, Q.; Song, X.; Zhao, K.; Wu, T.; Puttreddy, R.; Rissanen, K.; Enders, D. 2016: Asymmetric synthesis of cyclopentanes bearing four contiguous stereocenters via an NHC-catalyzed Michael/Michael/esterification domino reaction Chemical Communications 52(12): 2609-2611
Zhou, B.; Yang, Y.; Shi, J.; Luo, Z.; Li, Y. 2013: Synthesis of six-membered spirocyclic oxindoles with five consecutive stereocenters in an asymmetric organocatalytic one-pot Michael/Michael/aldol addition sequence Journal of Organic Chemistry 78(7): 2897-2907
Hong, B.-C.; Lin, C.-W.; Liao, W.-K.; Lee, G.-H. 2013: Sequential asymmetric catalysis in Michael-Michael-Michael-aldol reactions: merging organocatalysis with photoredox catalysis in a one-pot enantioselective synthesis of highly functionalized decalines bearing a quaternary carbon stereocenter Organic Letters 15(24): 6258-6261
Zhifeng, M.A.O.; Yaomei, J.I.A.; Zhaoqing, X.U.; Rui, W.A.N.G. 2012: Asymmetric Organocatalytic Cascade Michael/Michael/Henry Reaction Sequence: Control of All Stereocenters in One Cyclohexane Skeleton Advanced Synthesis and Catalysis 354(8): 1401-1406
Enders, D.; Joie, C.él.; Deckers, K. 2013: Organocatalytic asymmetric synthesis of tetracyclic pyridocarbazole derivatives by using a Diels-Alder/aza-Michael/aldol condensation domino reaction Chemistry 19(33): 10818-10821
Chauhan, P.; Urbanietz, G.; Raabe, G.; Enders, D. 2014: Asymmetric synthesis of functionalized cyclohexanes bearing five stereocenters via a one-pot organocatalytic Michael-Michael-1,2-addition sequence Chemical Communications 50(52): 6853-6855
Straminelli, L.; Vicentini, F.; Di Sabato, A.; Montone, C.M.; Cavaliere, C.; Rissanen, K.; Leonelli, F.; Vetica, F. 2022: Stereoselective Synthesis of Spiro-Decalin Oxindole Derivatives via Sequential Organocatalytic Michael-Domino Michael/Aldol Reaction Journal of Organic Chemistry 87(15): 10454-10461
Zhao, B.-L.; Du, D.-M. 2016: Organocatalytic cascade Michael/Michael reaction for the asymmetric synthesis of spirooxindoles containing five contiguous stereocenters Chemical Communications 52(36): 6162-6165
Ley, S.V.; Dixon, D.J.; Guy, R.T.; Rodríguez, F.él.; Sheppard, T.D. 2005: Michael, Michael-aldol and Michael-Michael reactions of enolate equivalents of butane-2,3-diacetal protected glycolic acid derivatives Organic and Biomolecular Chemistry 3(22): 4095-4107
Holub, N.; Jiang, H.; Paixão, M.W.; Tiberi, C.; Jørgensen, K.A. 2010: An unexpected Michael-aldol-smiles rearrangement sequence for the synthesis of versatile optically active bicyclic structures by using asymmetric organocatalysis Chemistry 16(14): 4337-4346
Wang, C.; Yang, X.; Raabe, G.; Enders, D. 2012: A Short Asymmetric Synthesis of the Benzopyrano[3,4- c ]pyrrolidine Core via an Organocatalytic Domino Oxa-Michael/Michael Reaction Advanced Synthesis and Catalysis 354(14-15): 2629-2634
Tang, C.-K.; Feng, K.-X.; Xia, A.-B.; Li, C.; Zheng, Y.-Y.; Xu, Z.-Y.; Xu, D.-Q. 2018: Asymmetric synthesis of polysubstituted chiral chromans via an organocatalytic oxa-Michael-nitro-Michael domino reaction RSC Advances 8(6): 3095-3098
Ghorai, M.K.; Halder, S.; Das, S. 2015: Domino Michael-Michael and Aldol-Aldol Reactions: Diastereoselective Synthesis of Functionalized Cyclohexanone Derivatives Containing Quaternary Carbon Center Journal of Organic Chemistry 80(19): 9700-9712
Zhao, G.-L.; Ibrahem, I.; Dziedzic, P.; Sun, J.; Bonneau, C.; Córdova, A. 2008: One-pot catalytic enantioselective domino nitro-michael/michael synthesis of cyclopentanes with four stereocenters Chemistry 14(32): 10007-10011