-
1
-
-
77955170036
-
-
in (Eds.: A. R. Katritzky, C. Ramsden, E. Scriven, R. Taylor), Elsevier, Amsterdam
-
A. Padwa, in Comprehensive Heterocyclic Chemistry III, Vol. 1 (Eds.:, A. R. Katritzky, C. Ramsden, E. Scriven, R. Taylor,), Elsevier, Amsterdam, 2008
-
(2008)
Comprehensive Heterocyclic Chemistry III
, vol.1
-
-
Padwa, A.1
-
3
-
-
34249949543
-
-
G. S. Singh, M. D'hooghe, N. De Kimpe, Chem. Rev. 2007, 107, 2080-2135
-
(2007)
Chem. Rev.
, vol.107
, pp. 2080-2135
-
-
Singh, G.S.1
D'Hooghe, M.2
De Kimpe, N.3
-
7
-
-
1542375289
-
-
X. E. Hu, Tetrahedron 2004, 60, 2701-2743
-
(2004)
Tetrahedron
, vol.60
, pp. 2701-2743
-
-
Hu, X.E.1
-
8
-
-
84891034662
-
-
in (Ed.: A. K. Yudin) Wiley-VCH, Weinheim, Chapter
-
P. Zhou, B. C. Chen, F. A. Davis, in Aziridines and Epoxides in Organic Synthesis (Ed.:, A. K. Yudin,) Wiley-VCH, Weinheim, 2006, Chapter 3, pp. 73-115
-
(2006)
Aziridines and Epoxides in Organic Synthesis
, pp. 73-115
-
-
Zhou, P.1
Chen, B.C.2
Davis, F.A.3
-
12
-
-
0001318042
-
-
T. Satoh, Chem. Rev. 1996, 96, 3303-3325
-
(1996)
Chem. Rev.
, vol.96
, pp. 3303-3325
-
-
Satoh, T.1
-
13
-
-
84891000617
-
-
in (Ed.: A. K. Yudin), Wiley-VCH, Weinheim, Chapter
-
D. M. Hodgson, C. D. Bray, in Aziridine and Epoxides in Organic Synthesis (Ed.:, A. K. Yudin,), Wiley-VCH, Weinheim, 2006, Chapter 5, pp. 145-184.
-
(2006)
Aziridine and Epoxides in Organic Synthesis
, pp. 145-184
-
-
Hodgson, D.M.1
Bray, C.D.2
-
14
-
-
34547638114
-
-
P. Di Cunto, B. Musio
-
R. Luisi, V. Capriati, S. Florio; R. Luisi, F. M. Perna, J. Org. Chem. 2007, 72, 6316-6319, P. Di Cunto, B. Musio
-
(2007)
J. Org. Chem.
, vol.72
, pp. 6316-6319
-
-
Luisi, R.1
Capriati, V.2
Luisi, S.F.R.3
Perna, F.M.4
-
15
-
-
14844336389
-
-
Tetrahedron 2005, 61, 3251-3260
-
(2005)
Tetrahedron
, vol.61
, pp. 3251-3260
-
-
-
16
-
-
24044445511
-
-
V. Capriati, S. Florio, R. Luisi, B. Musio, Org. Lett. 2005, 7, 3749-3752
-
(2005)
Org. Lett.
, vol.7
, pp. 3749-3752
-
-
Capriati, V.1
Florio, S.2
Luisi, R.3
Musio, B.4
-
17
-
-
34147175489
-
-
R. Luisi, V. Capriati, S. Florio, B. Musio, Org. Lett. 2007, 9, 1263-1266
-
(2007)
Org. Lett.
, vol.9
, pp. 1263-1266
-
-
Luisi, R.1
Capriati, V.2
Florio, S.3
Musio, B.4
-
18
-
-
70349115204
-
-
M. Dammacco, L. Degennaro, S. Florio, R. Luisi, B. Musio, A. Altomare, J. Org. Chem. 2009, 74, 6319-6322.
-
(2009)
J. Org. Chem.
, vol.74
, pp. 6319-6322
-
-
Dammacco, M.1
Degennaro, L.2
Florio, S.3
Luisi, R.4
Musio, B.5
Altomare, A.6
-
19
-
-
0037463739
-
-
R. Luisi, V. Capriati, S. Florio, R. Ranaldo, Tetrahedron Lett. 2003, 44, 2677-2681
-
(2003)
Tetrahedron Lett.
, vol.44
, pp. 2677-2681
-
-
Luisi, R.1
Capriati, V.2
Florio, S.3
Ranaldo, R.4
-
20
-
-
32044462040
-
-
L. Troisi, C. Granito, C. Carlucci, F. Bona, S. Florio, Eur. J. Org. Chem. 2006, 775-781.
-
(2006)
Eur. J. Org. Chem.
, pp. 775-781
-
-
Troisi, L.1
Granito, C.2
Carlucci, C.3
Bona, F.4
Florio, S.5
-
21
-
-
18244376859
-
-
D. M. Hodgson, P. G. Humphreys, G. Ward, Org. Lett. 2005, 7, 1153-1156
-
(2005)
Org. Lett.
, vol.7
, pp. 1153-1156
-
-
Hodgson, D.M.1
Humphreys, P.G.2
Ward, G.3
-
22
-
-
53049101089
-
-
D. M. Hodgson, S. P. Hughes, A. L. Thompson, T. D. Heightman, Org. Lett. 2008, 10, 3453-3456
-
(2008)
Org. Lett.
, vol.10
, pp. 3453-3456
-
-
Hodgson, D.M.1
Hughes, S.P.2
Thompson, A.L.3
Heightman, T.D.4
-
23
-
-
61449125007
-
-
B. Musio, G. J. Clarkson, M. Shipman, S. Florio, R. Luisi, Org. Lett. 2009, 11, 325-328.
-
(2009)
Org. Lett.
, vol.11
, pp. 325-328
-
-
Musio, B.1
Clarkson, G.J.2
Shipman, M.3
Florio, S.4
Luisi, R.5
-
24
-
-
84986360482
-
-
D. Seebach, R. Haner, B. Opano, Helv. Chim. Acta 1987, 70, 1676-1693.
-
(1987)
Helv. Chim. Acta
, vol.70
, pp. 1676-1693
-
-
Seebach, D.1
Haner, R.2
Opano, B.3
-
25
-
-
0034951174
-
-
V. Alezra, M. Bonin, L. Micouin, C. Policar, H.-P. Housson, Eur. J. Org. Chem. 2001, 2589-2594.
-
(2001)
Eur. J. Org. Chem.
, pp. 2589-2594
-
-
Alezra, V.1
Bonin, M.2
Micouin, L.3
Policar, C.4
Housson, H.-P.5
-
26
-
-
79251523400
-
-
A. P. Patwardhan, V. R. Pulgam, Y. Zhang, W. D. Wulff, Angew. Chem. 2005, 117, 6325-6328
-
(2005)
Angew. Chem.
, vol.117
, pp. 6325-6328
-
-
Patwardhan, A.P.1
Pulgam, V.R.2
Zhang, Y.3
Wulff, W.D.4
-
27
-
-
25844477438
-
-
Angew. Chem. Int. Ed. 2005, 44, 6169-6172.
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 6169-6172
-
-
-
28
-
-
34548192017
-
-
R. Luisi, V. Capriati, P. Di Cunto, S. Florio, R. Mansueto, Org. Lett. 2007, 9, 3295-3298.
-
(2007)
Org. Lett.
, vol.9
, pp. 3295-3298
-
-
Luisi, R.1
Capriati, V.2
Di Cunto, P.3
Florio, S.4
Mansueto, R.5
-
29
-
-
0242558740
-
-
R. Luisi, V. Capriati, C. Carlucci, L. Degennaro, S. Florio, Tetrahedron 2003, 59, 9707-9712.
-
(2003)
Tetrahedron
, vol.59
, pp. 9707-9712
-
-
Luisi, R.1
Capriati, V.2
Carlucci, C.3
Degennaro, L.4
Florio, S.5
-
32
-
-
0030770085
-
-
P. Zhou, J. E. Blubaum, C. T. Burns, N. R. Natale, Tetrahedron Lett. 1997, 38, 7019-7022
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 7019-7022
-
-
Zhou, P.1
Blubaum, J.E.2
Burns, C.T.3
Natale, N.R.4
-
33
-
-
0034689867
-
-
A. J. Phillips, Y. Uto, P. Wipf, M. J. Reno, D. R. Williams, Org. Lett. 2000, 2, 1165-1168.
-
(2000)
Org. Lett.
, vol.2
, pp. 1165-1168
-
-
Phillips, A.J.1
Uto, Y.2
Wipf, P.3
Reno, M.J.4
Williams, D.R.5
-
34
-
-
79954596078
-
-
CCDC-755643 contains the supplementary crystallographic data for (S,S,R)- 10c. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
-
CCDC-755643 contains the supplementary crystallographic data for (S,S,R)- 10c. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
-
-
-
-
35
-
-
79954592448
-
-
The presence of slowly equilibrating nitrogen invertomers has been already observed for other 2,2-disubstituted oxazolinylaziridines (see reference [10])
-
The presence of slowly equilibrating nitrogen invertomers has been already observed for other 2,2-disubstituted oxazolinylaziridines (see reference [10]).
-
-
-
-
36
-
-
79954609342
-
-
For examples of reactivity in conformationally mobile systems, see
-
For examples of reactivity in conformationally mobile systems, see
-
-
-
-
37
-
-
0037654091
-
-
J. I. Seeman, H. V. Secor, H. Hartung, R. Galzerano, J. Am. Chem. Soc. 1980, 102, 7741-7747
-
(1980)
J. Am. Chem. Soc.
, vol.102
, pp. 7741-7747
-
-
Seeman, J.I.1
Secor, H.V.2
Hartung, H.3
Galzerano, R.4
-
40
-
-
57449089362
-
-
F. Affortunato, S. Florio, R. Luisi, B. Musio, J. Org. Chem. 2008, 73, 9214-9220.
-
(2008)
J. Org. Chem.
, vol.73
, pp. 9214-9220
-
-
Affortunato, F.1
Florio, S.2
Luisi, R.3
Musio, B.4
-
41
-
-
33750681666
-
-
M. W. Davies, M. Shipman, J. H. R. Tucker, T. R. Walsh, J. Am. Chem. Soc. 2006, 128, 14260-14261
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 14260-14261
-
-
Davies, M.W.1
Shipman, M.2
Tucker, J.H.R.3
Walsh, T.R.4
-
43
-
-
0000445956
-
-
K. Scott, J. Stonehouse, J. Keeler, A. J. Shaka, J. Am. Chem. Soc. 1995, 117, 4199-4200
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 4199-4200
-
-
Scott, K.1
Stonehouse, J.2
Keeler, J.3
Shaka, A.J.4
-
44
-
-
0003716781
-
-
in; VCH, Weinheim, p. .
-
D. Neuhaus, M. Williamson, in The Nuclear Overhauser Effect in Structural and Conformational Analysis; VCH, Weinheim, 1989, p. 264.
-
(1989)
The Nuclear Overhauser Effect in Structural and Conformational Analysis
, pp. 264
-
-
Neuhaus, D.1
Williamson, M.2
-
45
-
-
79954568664
-
-
The Supporting Information reports the stereochemical analysis in different solvents for other oxazolinylaziridines
-
The Supporting Information reports the stereochemical analysis in different solvents for other oxazolinylaziridines.
-
-
-
-
46
-
-
84855618111
-
-
1H NMR spectra of several oxazolinylaziridines disclosed that protons that are set in a cis relationship with respect to the oxazolinyl group are always more deshielded
-
1H NMR spectra of several oxazolinylaziridines disclosed that protons that are set in a cis relationship with respect to the oxazolinyl group are always more deshielded.
-
-
-
-
47
-
-
79954593304
-
-
It has been hypothesized that a complex-induced proximity effect (CIPE) could be operative, see
-
It has been hypothesized that a complex-induced proximity effect (CIPE) could be operative, see
-
-
-
-
48
-
-
15044354362
-
-
M. C. Whisler, S. MacNeil, V. Snieckus, P. Beak, Angew. Chem. 2004, 116, 2256-2276
-
(2004)
Angew. Chem.
, vol.116
, pp. 2256-2276
-
-
Whisler, M.C.1
MacNeil, S.2
Snieckus, V.3
Beak, P.4
-
49
-
-
3242659209
-
-
Angew. Chem. Int. Ed. 2004, 43, 2206-2225
-
(2004)
Angew. Chem. Int. Ed.
, vol.43
, pp. 2206-2225
-
-
-
52
-
-
34250743188
-
-
Angew. Chem. Int. Ed. 2007, 46, 4566-4569.
-
(2007)
Angew. Chem. Int. Ed.
, vol.46
, pp. 4566-4569
-
-
-
53
-
-
79954573908
-
-
The nitrogen atom is a center of chirality in slowly equilibrating invertomers
-
The nitrogen atom is a center of chirality in slowly equilibrating invertomers.
-
-
-
-
55
-
-
79954597366
-
-
WinDNMR Software, Series D.
-
WinDNMR: Dynamic NMR Spectra for Windows, H. J. Reich, J. Chem. Ed., Software, Series D., 1996, Vol. 3D, No. 2.
-
(1996)
Dynamic NMR Spectra for Windows
, vol.3
, Issue.2
-
-
Reich, H.J.1
Chem, J.2
-
56
-
-
0001926899
-
-
in (Eds.: J. B. Lambert, Y. Takeuchi), VCH, Weinheim
-
W. B. Jennings, D. R. Boyd, in Cyclic Organonitrogen Stereodynamics (Eds.:, J. B. Lambert, Y. Takeuchi,), VCH, Weinheim, 1992, p. 105
-
(1992)
Cyclic Organonitrogen Stereodynamics
, pp. 105
-
-
Jennings, W.B.1
Boyd, D.R.2
-
58
-
-
84855618112
-
-
1H NMR spectra
-
1H NMR spectra.
-
-
-
-
61
-
-
65249096094
-
-
J. Zheng, Y. Zhao, D. G. Truhlar, J. Chem. Theory Comput. 2009, 5, 808-821
-
(2009)
J. Chem. Theory Comput.
, vol.5
, pp. 808-821
-
-
Zheng, J.1
Zhao, Y.2
Truhlar, D.G.3
-
65
-
-
35748980308
-
-
S. F. Sousa, P. A. Fernandes, M. J. Ramos, J. Phys. Chem. A 2007, 111, 10439-10452.
-
(2007)
J. Phys. Chem. A
, vol.111
, pp. 10439-10452
-
-
Sousa, S.F.1
Fernandes, P.A.2
Ramos, M.J.3
-
66
-
-
77955595595
-
-
This model has been recently benchmarked with organolithium compounds, see
-
This model has been recently benchmarked with organolithium compounds, see:, B. Ramachandran, P. Kharideal, L. M. Pratt, S. Voit, F. N. Okeke, M. Ewan, J. Phys. Chem. 2010, 114, 8423-8433.
-
(2010)
J. Phys. Chem.
, vol.114
, pp. 8423-8433
-
-
Ramachandran, B.1
Kharideal, P.2
Pratt, L.M.3
Voit, S.4
Okeke, F.N.5
Ewan, M.6
-
67
-
-
58049204541
-
-
V. Capriati, S. Florio, R. Luisi, F. M. Perna, A. Spina, J. Org. Chem. 2008, 73, 9552-9564.
-
(2008)
J. Org. Chem.
, vol.73
, pp. 9552-9564
-
-
Capriati, V.1
Florio, S.2
Luisi, R.3
Perna, F.M.4
Spina, A.5
-
68
-
-
33751437305
-
-
The capability of the oxazoline nitrogen atom to bind the lithium ion has been demonstrated also for other organolithium derivatives, see
-
The capability of the oxazoline nitrogen atom to bind the lithium ion has been demonstrated also for other organolithium derivatives, see:, K. L. Jantzi, I. A. Guzei, H. J. Reich, Organometallics 2006, 25, 5390-5395.
-
(2006)
Organometallics
, vol.25
, pp. 5390-5395
-
-
Jantzi, K.L.1
Guzei, I.A.2
Reich, H.J.3
-
69
-
-
0006707426
-
-
(Eds.: A.-M. Sapse, P. von R. Schleyer), Wiley, Weinheim
-
A.-M. Sapse, D. C. Jain, K. Raghavachari, in Lithium Chemistry: A Theoretical and Experimental Overview (Eds.:, A.-M. Sapse, P. von R. Schleyer,), Wiley, Weinheim, 1995, pp. 45-65
-
(1995)
Lithium Chemistry: A Theoretical and Experimental Overview
, pp. 45-65
-
-
Sapse, A.-M.1
Jain, D.C.2
Raghavachari, K.3
-
70
-
-
63749118934
-
-
V. H. Gessner, C. Daschlein, C. Strohmann, Chem. Eur. J. 2009, 15, 3320-3334.
-
(2009)
Chem. Eur. J.
, vol.15
, pp. 3320-3334
-
-
Gessner, V.H.1
Daschlein, C.2
Strohmann, C.3
-
71
-
-
79954606277
-
-
The roles of aggregation phenomena and solvation are being evaluated computationally and experimentally on more simple N-alkyloxazolinylaziridines, and the results will be reported in due course
-
The roles of aggregation phenomena and solvation are being evaluated computationally and experimentally on more simple N-alkyloxazolinylaziridines, and the results will be reported in due course.
-
-
-
-
72
-
-
42149123402
-
-
8]toluene on lithiated aziridines (R,R)- 9 -Li and (R,S)- 9 -Li failed to provide structural insight.
-
8]toluene on lithiated aziridines (R,R)- 9 -Li and (R,S)- 9 -Li failed to provide structural insight.
-
(2008)
J. Org. Chem.
, vol.73
, pp. 3197-3204
-
-
Capriati, V.1
Florio, S.2
Luisi, R.3
Mazzanti, A.4
Musio, B.5
-
73
-
-
79954603932
-
-
The proposed model assumes that oxazolinylaziridines can break down nBuLi aggregates; the importance of the aggregation/reactivity relationship has been highlighted recently, see
-
The proposed model assumes that oxazolinylaziridines can break down nBuLi aggregates; the importance of the aggregation/reactivity relationship has been highlighted recently, see
-
-
-
-
74
-
-
33947706661
-
-
A. C. Jones, A. W. Sanders, M. J. Bevan, H. J. Reich, J. Am. Chem. Soc. 2007, 129, 3492-3493
-
(2007)
J. Am. Chem. Soc.
, vol.129
, pp. 3492-3493
-
-
Jones, A.C.1
Sanders, A.W.2
Bevan, M.J.3
Reich, H.J.4
-
76
-
-
36049007105
-
-
Angew. Chem. Int. Ed. 2007, 46, 8281-8283.
-
(2007)
Angew. Chem. Int. Ed.
, vol.46
, pp. 8281-8283
-
-
-
77
-
-
11844285688
-
-
A double inversion has been also suggested for the epimerization of lithiated pyrrolidines that occurs at high temperature, see.
-
A double inversion has been also suggested for the epimerization of lithiated pyrrolidines that occurs at high temperature, see:, N. J. Ashweek, P. Brandt, I. Coldham, S. Dufour, R. E. Gawley, F. R. Haeffner Klein, G. Sanchez-Jimenez, J. Am. Chem. Soc. 2005, 127, 449-457.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 449-457
-
-
Ashweek, N.J.1
Brandt, P.2
Coldham, I.3
Dufour, S.4
Gawley, R.E.5
Haeffner Klein, F.R.6
Sanchez-Jimenez, G.7
-
78
-
-
0036713898
-
-
13C NMR spectrum shows the signals of two quaternary carbons at Î=96-97 ppm, which belong to the C2 of the oxazolidine ring, and the absence of the oxazoline C=N signal usually found at around Î=160 ppm; examples of related structures have been reported, see.
-
13C NMR spectrum shows the signals of two quaternary carbons at Î=96-97 ppm, which belong to the C2 of the oxazolidine ring, and the absence of the oxazoline C=N signal usually found at around Î=160 ppm; examples of related structures have been reported, see:, V. Capriati, L. Degennaro, S. Florio, R. Luisi, Eur. J. Org. Chem. 2002, 2961-2969.
-
(2002)
Eur. J. Org. Chem.
, pp. 2961-2969
-
-
Capriati, V.1
Degennaro, L.2
Florio, S.3
Luisi, R.4
-
79
-
-
79954613447
-
-
Nucleophilic addition to the oxazoline C=N bond is reported to occur with O nucleophiles, see
-
Nucleophilic addition to the oxazoline C=N bond is reported to occur with O nucleophiles, see
-
-
-
-
80
-
-
0344235333
-
-
R. Luisi, V. Capriati, S. Florio, T. Vista, J. Org. Chem. 2003, 68, 9861-9864
-
(2003)
J. Org. Chem.
, vol.68
, pp. 9861-9864
-
-
Luisi, R.1
Capriati, V.2
Florio, S.3
Vista, T.4
-
81
-
-
0141631502
-
-
R. Luisi, V. Capriati, L. Degennaro, S. Florio, Org. Lett. 2003, 5, 2723-2726
-
(2003)
Org. Lett.
, vol.5
, pp. 2723-2726
-
-
Luisi, R.1
Capriati, V.2
Degennaro, L.3
Florio, S.4
-
82
-
-
0037007713
-
-
for an example of a Grignard addition, see
-
V. Capriati, L. Degennaro, R. Favia, S. Florio, R. Luisi, Org. Lett. 2002, 4, 1551-1554; for an example of a Grignard addition, see
-
(2002)
Org. Lett.
, vol.4
, pp. 1551-1554
-
-
Capriati, V.1
Degennaro, L.2
Favia, R.3
Florio, S.4
Luisi, R.5
-
83
-
-
0343676161
-
-
S. Florio, E. Epifani, G. Ingrosso, R. Sgarra, Tetrahedron 1984, 40, 5089-5095.
-
(1984)
Tetrahedron
, vol.40
, pp. 5089-5095
-
-
Florio, S.1
Epifani, E.2
Ingrosso, G.3
Sgarra, R.4
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84
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-
23044473699
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The addition of alkyllithium compounds to the oxazoline C=N bond is quite a difficult process, see:,; however, when the peculiar proximity effect is realized for stereochemical reasons this type of addition could be feasible, see
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The addition of alkyllithium compounds to the oxazoline C=N bond is quite a difficult process, see:, A. I. Meyers, J. Org. Chem. 2005, 70, 6137-6151; however, when the peculiar proximity effect is realized for stereochemical reasons this type of addition could be feasible, see
-
(2005)
J. Org. Chem.
, vol.70
, pp. 6137-6151
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-
Meyers, A.I.1
-
85
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-
34547638114
-
-
V. Capriati, S. Florio; R. Luisi, F. M. Perna, J. Org. Chem. 2007, 72, 6316-6319
-
(2007)
J. Org. Chem.
, vol.72
, pp. 6316-6319
-
-
Capriati, V.1
Luisi, S.F.R.2
Perna, F.M.3
-
86
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-
17844365805
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in (Ed.: D. M. Hodgson), Springer, Berlin
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M. Iguchi, K-i. Yamada, K. Tomioka, in Topics in Organometallic Chemistry, Vol. 5 (Ed.:, D. M. Hodgson,), Springer, Berlin, 2003, pp. 45-59.
-
(2003)
Topics in Organometallic Chemistry
, vol.5
, pp. 45-59
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-
Iguchi, M.1
Tomioka, K.2
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87
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79954623685
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With reference to the C=N addition reaction, it is worth noting that the major invertomer would produce unreactive complexes with nBuLi because of the anti relationship between the oxazoline ring and the lone pair of electrons on the aziridine nitrogen atom
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With reference to the C=N addition reaction, it is worth noting that the major invertomer would produce unreactive complexes with nBuLi because of the anti relationship between the oxazoline ring and the lone pair of electrons on the aziridine nitrogen atom.
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88
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79954572070
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The synthetic procedures and spectral characterization data for the prepared compounds are given in the Supporting information for this article, which is available on the WWW under http://www. chemeurj.org/or from the author
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The synthetic procedures and spectral characterization data for the prepared compounds are given in the Supporting information for this article, which is available on the WWW under http://www. chemeurj.org/or from the author.
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