DOI: 10.1002/ange.200500811. Direct Catalytic Enantioselective Aza‐Diels

Direct Catalytic Enantioselective Aza‐Diels–Alder Reactions

10.1002/ange.200500811

Crossref journal-article

Wiley

Angewandte Chemie (311)

Bibliography

SundÃ©n, H., Ibrahem, I., Eriksson, L., & CÃ³rdova, A. (2005). Direct Catalytic Enantioselective AzaâDielsâAlder Reactions. Angewandte Chemie, 117(31), 4955â4958. Portico.

Authors 4

Henrik Sundén (first)
Ismail Ibrahem (additional)
Lars Eriksson (additional)
Armando Córdova (additional)

References 86 Referenced 74

For reviews see
10.1002/1521-3757(20001016)112:20<3702::AID-ANGE3702>3.0.CO;2-R
10.1002/1521-3773(20001016)39:20<3558::AID-ANIE3558>3.0.CO;2-I
{'key': 'e_1_2_3_3_2', 'volume-title': 'Hetero Diels–Alder Methodology in Organic‐Syntehsis', 'author': 'Boger D. L.', 'year': '1987'} / Hetero Diels–Alder Methodology in Organic‐Syntehsis by Boger D. L. (1987)
10.1055/s-1995-4882
10.1007/BFb0119240
10.1007/BFb0119248
10.1021/cr980414z
For examples of synthesis of complex compounds by an aza‐Diels–Alder reaction see
10.1021/ja00323a030
10.1002/jlac.15619940511
10.1039/C39900001412
For examples of diastereoselective aza‐Diels–Alder reactions see
10.1021/ja00063a085
10.1039/b300849e
10.1002/ange.19901021212
10.1002/anie.199014681
10.1021/ja00292a057
Stoichiometric amounts of chiral boron complexes have also been used to mediate enantiosalective aza‐Diels–Alder reactions see
10.1021/jo00038a003
10.1021/ja00102a019
10.1016/0040-4039(96)01655-3
10.1002/(SICI)1521-3757(19980403)110:7<1026::AID-ANGE1026>3.0.CO;2-G
10.1002/(SICI)1521-3773(19980420)37:7<979::AID-ANIE979>3.0.CO;2-5
10.1021/jo9902300
10.1002/(SICI)1521-3757(19981116)110:22<3318::AID-ANGE3318>3.0.CO;2-T
10.1002/(SICI)1521-3773(19981204)37:22<3121::AID-ANIE3121>3.0.CO;2-J
10.1002/1521-3765(20000703)6:13<2435::AID-CHEM2435>3.0.CO;2-Z
see also:
10.1021/ja030033p
10.1021/ja038494y
10.1002/1521-3757(20011015)113:20<3840::AID-ANGE3840>3.0.CO;2-M
10.1002/1521-3773(20011015)40:20<3726::AID-ANIE3726>3.0.CO;2-D
10.1016/S0040-4020(02)00516-1
10.1002/ange.200390228
10.1002/anie.200390283
10.1002/ange.200400650
10.1002/anie.200400650
For organocatalytic Diels–Alder reactions see
10.1021/ja017641u
10.1021/ja000092s
10.1002/ange.200351916
10.1002/anie.200351916
For reverse‐electron‐demand Diels–Alder reaction see
10.1002/ange.200250652
10.1002/anie.200250652
For hetero‐Diels–Alder reactions see
10.1038/424146a
10.1021/ja044076x
For nitroso‐Diels–Alder reactions see
10.1021/ja049741g
10.1002/adsc.200404166
10.1016/j.tetlet.2005.03.085
For 1 3‐dipolar cycloadditions see
10.1021/ja005517p
10.1016/S0957-4166(02)00231-8
10.1021/ja029058z
10.1002/ange.200461400
10.1002/anie.200461400
10.1021/ja047930t
10.1002/ange.200460295
10.1002/anie.200460295
10.1021/ar030231l
10.1002/ange.200353018
10.1002/anie.200353018
10.1002/chem.200400137
10.1002/chem.200305646
10.1055/s-2003-41423
This strategy has been used successfully in a direct catalytic one‐pot three‐component Mannich reaction see
10.1021/ja001923x
10.1021/ja0174231
10.1002/ange.200460678
10.1002/anie.200460678
The aza‐Diels–Alder products decomposed and underwent aretro‐Michael reaction upon chromatography on silica gel which decreased the yield.
For the first use of catalyst4 see
{'key': 'e_1_2_3_66_2', 'first-page': '558', 'author': 'Cobb A. J. A.', 'year': '2004', 'journal-title': 'Synlett'} / Synlett by Cobb A. J. A. (2004)
10.1002/ange.200352724
10.1002/anie.200352724
10.1016/j.tetasy.2004.04.029
Arylsulfonylcarboxamides have been used in aldol reactions see
10.1002/adsc.200404126
10.1039/b414742a
CCDC‐265109 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.

Dates

Type	When
Created	20 years, 2 months ago (June 23, 2005, 4:47 a.m.)
Deposited	1 year, 10 months ago (Oct. 17, 2023, 1:54 p.m.)
Indexed	1 year, 9 months ago (Nov. 15, 2023, 4:46 a.m.)
Issued	20 years, 1 month ago (July 29, 2005)
Published	20 years, 1 month ago (July 29, 2005)
Published Online	20 years, 1 month ago (July 29, 2005)
Published Print	20 years, 1 month ago (Aug. 5, 2005)

Funders 0

None

BibTeX

@article{Sund_n_2005, title={Direct Catalytic Enantioselective Aza‐Diels–Alder Reactions}, volume={117}, ISSN={1521-3757}, url={http://dx.doi.org/10.1002/ange.200500811}, DOI={10.1002/ange.200500811}, number={31}, journal={Angewandte Chemie}, publisher={Wiley}, author={Sundén, Henrik and Ibrahem, Ismail and Eriksson, Lars and Córdova, Armando}, year={2005}, month=jul, pages={4955–4958} }

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