-
1
-
-
85038543606
-
-
Schreiber, S. L. Ed.; Pergamon Press: Oxford, Chapter 1.12.
-
1 For general reviews see: (a) Volkman, R. A. In Comprehensive Organic Synthesis, Additions to C - X π-Bonds; Schreiber, S. L. Ed.; Pergamon Press: Oxford, 1991; Part 1, Vol. 1, Chapter 1.12.
-
(1991)
Comprehensive Organic Synthesis, Additions to C - X π-Bonds
, vol.1
, Issue.PART 1
-
-
Volkman, R.A.1
-
2
-
-
84878545260
-
-
Heathcock, C. H. Ed.; Pergamon Press: Oxford, Chapter 4.3.
-
(b) Kleinman, E. F.; Volkman, R. A. In Comprehensive Organic Synthesis, Additions to C - X π-Bonds; Heathcock, C. H. Ed.; Pergamon Press: Oxford, 1991; Part 2, Vol. 2, Chapter 4.3.
-
(1991)
Comprehensive Organic Synthesis, Additions to C - X π-Bonds
, vol.2
, Issue.PART 2
-
-
Kleinman, E.F.1
Volkman, R.A.2
-
3
-
-
33748597024
-
-
Supplement A; Patai, S. Ed.; Wiley: Chichester, Chapter 10.
-
(c) Klein, J. In The Chemistry of Double-Bonded Functional Groups: Supplement A; Patai, S. Ed.; Wiley: Chichester, 1989; Vol. 2, Part 1, Chapter 10.
-
(1989)
The Chemistry of Double-Bonded Functional Groups
, vol.2
, Issue.PART 1
-
-
Klein, J.1
-
4
-
-
0010374815
-
-
Georg Thieme Verlag: Stuttgart
-
(d) Methods of Organic Chemistry (Houben-Weyl): Stereoselective Synthesis; Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1995, Vol. E 21b.
-
(1995)
Methods of Organic Chemistry (Houben-Weyl): Stereoselective Synthesis
, vol.E
, Issue.21 B
-
-
Helmchen, G.1
Hoffmann, R.W.2
Mulzer, J.3
Schaumann, E.4
-
6
-
-
0003416748
-
-
Baldwin, J. E., Magnus, P. D., Eds.; Pergamon Press: Oxford
-
(f) Williams, R. M. Synthesis of Optically Active α-Amino Acids; in Organic Chemistry Series; Vol. 7, Baldwin, J. E., Magnus, P. D., Eds.; Pergamon Press: Oxford, 1989.
-
(1989)
Synthesis of Optically Active α-Amino Acids; in Organic Chemistry Series
, vol.7
-
-
Williams, R.M.1
-
15
-
-
0003518240
-
Biomedical frontiers of fluorine chemistry
-
Washington, D.C.
-
(f) Biomedical Frontiers of Fluorine Chemistry; Ojima, I.; McCarthy, J.R.; Welch, J.T., Eds.; ACS Books, American Chemical Society: Washington, D.C., 1996.
-
(1996)
ACS Books, American Chemical Society
-
-
Ojima, I.1
McCarthy, J.R.2
Welch, J.T.3
-
16
-
-
0029655499
-
Fluoroorganic chemistry: Synthetic challenges and biomedical rewards
-
Tetrahedron Symposium-in-Print # 58
-
For recent publications see: (g) Fluoroorganic Chemistry: Synthetic Challenges and Biomedical Rewards; Resnati, G.; Soloshonok, V.A., Eds.; Tetrahedron Symposium-in-Print # 58; Tetrahedron 1996, 52, 1-330.
-
(1996)
Tetrahedron
, vol.52
, pp. 1-330
-
-
Resnati, G.1
Soloshonok, V.A.2
-
17
-
-
0001101736
-
Enantiocontrolled synthesis of fluoro-organic compounds, tetrahedron asymmetry special issue
-
3 (a) Enantiocontrolled Synthesis of Fluoro-Organic Compounds, Tetrahedron Asymmetry Special Issue, Guest Editors: T. Hayashi and V. A. Soloshonok, Tetrahedron: Asymmetry, 1994, 5, # 6, 955-1126.
-
(1994)
Tetrahedron: Asymmetry
, vol.5
, Issue.6
, pp. 955-1126
-
-
Hayashi, T.1
Soloshonok, V.A.2
-
19
-
-
85038547256
-
-
ref. 3 (b).
-
4 For discussion on stereochemical properties of fluorine substituents see: (a) ref. 3 (b).
-
-
-
-
20
-
-
0002683907
-
-
Banks, R. E.; Smart, B. E.; Tatlow, J. C., Eds.; Plenum Press: New York
-
(b) Edwards, F. N. In Organofluorine Chemistry: Principles and Commercial Applications; Banks, R. E.; Smart, B. E.; Tatlow, J. C., Eds.; Plenum Press: New York, 1994, pp. 501-541.
-
(1994)
Organofluorine Chemistry: Principles and Commercial Applications
, pp. 501-541
-
-
Edwards, F.N.1
-
22
-
-
0030590464
-
-
(d) Soloshonok, V. A.; Avilov, D. V.; Kukhar, V. P. Tetrahedron, 1996, 52, 12433.
-
(1996)
Tetrahedron
, vol.52
, pp. 12433
-
-
Soloshonok, V.A.1
Avilov, D.V.2
Kukhar, V.P.3
-
23
-
-
0000857641
-
-
(e) Soloshonok, V. A.; Kacharov, A. D.; Avilov, D. V.; Ishikawa, K.; Nagashima, N.; Hayashi, T. J. Org. Chem., 1997, 62, 3470.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 3470
-
-
Soloshonok, V.A.1
Kacharov, A.D.2
Avilov, D.V.3
Ishikawa, K.4
Nagashima, N.5
Hayashi, T.6
-
24
-
-
0030961675
-
-
(f) Soloshonok, V. A.; Avilov, D. V.; Kukhar', V. P.; Meervelt, L. V.; Mischenko, N. Tetrahedron Letters, 1997, 38, 4671.
-
(1997)
Tetrahedron Letters
, vol.38
, pp. 4671
-
-
Soloshonok, V.A.1
Avilov, D.V.2
Kukhar', V.P.3
Meervelt, L.V.4
Mischenko, N.5
-
25
-
-
0030992874
-
-
(g) Soloshonok, V. A.; Avilov, D. V.; Kukhar', V. P.; Meervelt, L. V.; Mischenko, N. Tetrahedron Letters, 1997, 38, 4903.
-
(1997)
Tetrahedron Letters
, vol.38
, pp. 4903
-
-
Soloshonok, V.A.1
Avilov, D.V.2
Kukhar', V.P.3
Meervelt, L.V.4
Mischenko, N.5
-
27
-
-
0001074226
-
-
(i) Denmark, S. E.; Wu, Z.; Crudden, C. M.; Matsuhashi, H. J. Org. Chem., 1997, 62, 8288.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 8288
-
-
Denmark, S.E.1
Wu, Z.2
Crudden, C.M.3
Matsuhashi, H.4
-
28
-
-
0027156061
-
-
5 (a) Soloshonok, V.A.; Kirilenko, A.G.; Kukhar, V.P.; Resnati, G. Tetrahedron Lett. 1993, 34, 3621.
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 3621
-
-
Soloshonok, V.A.1
Kirilenko, A.G.2
Kukhar, V.P.3
Resnati, G.4
-
29
-
-
0028279687
-
-
(b) Soloshonok, V.A.; Kirilenko, A.G.; Kukhar, V.P.; Resnati, G. Tetrahedron Lett. 1994, 35, 3119.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 3119
-
-
Soloshonok, V.A.1
Kirilenko, A.G.2
Kukhar, V.P.3
Resnati, G.4
-
33
-
-
0001093043
-
-
(e) Ono, T.; Kukhar, V.P.; Soloshonok, V.A. J. Org. Chem. 1996, 61, 6563.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 6563
-
-
Ono, T.1
Kukhar, V.P.2
Soloshonok, V.A.3
-
38
-
-
0001462375
-
-
(b) Soloshonok, V. A.; Ono, T.; Soloshonok, I. V. J. Org. Chem. 1997, 62, 7538.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 7538
-
-
Soloshonok, V.A.1
Ono, T.2
Soloshonok, I.V.3
-
39
-
-
0028051675
-
-
7 (a) Bravo, P.; Capelli, S.; Kukhar, V.P.; Meille, S.V.; Soloshonok, V.A.; Viani, F.; Zanda, M. Tetrahedron: Asymmetry 1994, 5, 2009.
-
(1994)
Tetrahedron: Asymmetry
, vol.5
, pp. 2009
-
-
Bravo, P.1
Capelli, S.2
Kukhar, V.P.3
Meille, S.V.4
Soloshonok, V.A.5
Viani, F.6
Zanda, M.7
-
40
-
-
0029971190
-
-
(b) Arnone, A.; Bravo, P.; Capelli, S.; Fronza, G.; Meille, S.V.; Zanda, M.; Crucianelli, M.; Cavicchio, G. J. Org. Chem. 1996, 61, 3375; corrigenda: J. Org. Chem. 1996, 61, 9635.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 3375
-
-
Arnone, A.1
Bravo, P.2
Capelli, S.3
Fronza, G.4
Meille, S.V.5
Zanda, M.6
Crucianelli, M.7
Cavicchio, G.8
-
41
-
-
0029971190
-
-
(b) Arnone, A.; Bravo, P.; Capelli, S.; Fronza, G.; Meille, S.V.; Zanda, M.; Crucianelli, M.; Cavicchio, G. J. Org. Chem. 1996, 61, 3375; corrigenda: J. Org. Chem. 1996, 61, 9635.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 9635
-
-
-
42
-
-
0000011350
-
-
(c) Bravo, P.; Viani, F.; Zanda, M.; Kukhar, V.P; Soloshonok, V.A.; Fokina, N.; Shishkin, O.V.; Struchkov, Yu.T. Gazz. Chim. Ital. 1996, 126, 645.
-
(1996)
Gazz. Chim. Ital.
, vol.126
, pp. 645
-
-
Bravo, P.1
Viani, F.2
Zanda, M.3
Kukhar, V.P.4
Soloshonok, V.A.5
Fokina, N.6
Shishkin, O.V.7
Struchkov, Yu.T.8
-
43
-
-
0030220446
-
-
(d) Bravo, P.; Capelli, S.; Meille, S.V.; Seresini, P.; Volonterio, A.; Zanda, M. Tetrahedron: Asymmetry 1996, 7, 2321.
-
(1996)
Tetrahedron: Asymmetry
, vol.7
, pp. 2321
-
-
Bravo, P.1
Capelli, S.2
Meille, S.V.3
Seresini, P.4
Volonterio, A.5
Zanda, M.6
-
44
-
-
0030931956
-
-
(e) Bravo, P.; Cavicchio, G.; Crucianelli, M.; Poggiali, A.; Zanda, M. Tetrahedron: Asymmetry 1997, 8, 2811.
-
(1997)
Tetrahedron: Asymmetry
, vol.8
, pp. 2811
-
-
Bravo, P.1
Cavicchio, G.2
Crucianelli, M.3
Poggiali, A.4
Zanda, M.5
-
45
-
-
0029117977
-
-
8 (a) Arnone, A.; Bravo, P.; Bruché, L.; Crucianelli, M.; Vichi, L.; Zanda, M. Tetrahedron Lett. 1995, 36, 7301.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 7301
-
-
Arnone, A.1
Bravo, P.2
Bruché, L.3
Crucianelli, M.4
Vichi, L.5
Zanda, M.6
-
46
-
-
0030581404
-
-
(b) Bravo, P.; Zanda, M.; Zappalà, C. Tetrahedron Lett. 1996, 37, 6005.
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 6005
-
-
Bravo, P.1
Zanda, M.2
Zappalà, C.3
-
47
-
-
0002771955
-
-
(c) Bravo, P.; Cavicchio, G.; Crucianelli, M.; Markovsky, L. A.; Volonterio, A.; Zanda, M. Synlett 1996, 887.
-
(1996)
Synlett
, pp. 887
-
-
Bravo, P.1
Cavicchio, G.2
Crucianelli, M.3
Markovsky, L.A.4
Volonterio, A.5
Zanda, M.6
-
48
-
-
2542500017
-
-
(d) Arnone, A.; Bravo, P.; Bruché, L.; Crucianelli, M.; Zanda, M.; Zappalà, C. J. Chem. Res. 1997, 416.
-
(1997)
J. Chem. Res.
, pp. 416
-
-
Arnone, A.1
Bravo, P.2
Bruché, L.3
Crucianelli, M.4
Zanda, M.5
Zappalà, C.6
-
49
-
-
0004139460
-
-
Patai, S.; Rappoport, Z.; Stirling, C. J. M., Eds.; Wiley: New York
-
9 For reviews see: (a) Posner, G. H. In The Chemistry of Sulphones and Sulphoxides; Patai, S.; Rappoport, Z.; Stirling, C. J. M., Eds.; Wiley: New York, 1988.
-
(1988)
The Chemistry of Sulphones and Sulphoxides
-
-
Posner, G.H.1
-
54
-
-
0027285072
-
-
10 For the use of β-sulfinylamines in the synthesis of alkaloids see: (a) Hua, D. H.; Park, J. G.; Katsuhira, T.; Bharathi, S. N. J. Org. Chem. 1993, 58, 2144.
-
(1993)
J. Org. Chem.
, vol.58
, pp. 2144
-
-
Hua, D.H.1
Park, J.G.2
Katsuhira, T.3
Bharathi, S.N.4
-
55
-
-
0002154430
-
-
(b) Bravo, P.; Crucianelli, M.; Farina, A.; Meille, S. V.; Volonterio, A.; Zanda, M. Eur. J. Org. Chem. 1998, 435.
-
(1998)
Eur. J. Org. Chem.
, vol.435
-
-
Bravo, P.1
Crucianelli, M.2
Farina, A.3
Meille, S.V.4
Volonterio, A.5
Zanda, M.6
-
58
-
-
0031562383
-
-
For the synthesis of (1S,2S)-trifluoronorephedrine having ca. 70% ee: (e) Volonterio, A.; Bravo, P.; Capelli, S.; Meille, S. V.; Zanda, M. Tetrahedron Lett. 1997, 38, 1847.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 1847
-
-
Volonterio, A.1
Bravo, P.2
Capelli, S.3
Meille, S.V.4
Zanda, M.5
-
60
-
-
85038545957
-
-
Tokyo, Nov. 17-18, Abstract
-
(b) Trost, B. M. In The 2nd International Forum on Chemistry of Functional Organic Chemicals, Tokyo, Nov. 17-18, 1997, Abstract, p. 15.
-
(1997)
The 2nd International Forum on Chemistry of Functional Organic Chemicals
, vol.15
-
-
Trost, B.M.1
-
61
-
-
0000578108
-
-
12 (a) Tsuchihashi, G.; Iriuchijima, S.; Maniwa, K. Tetrahedron Lett. 1973, 14, 3389.
-
(1973)
Tetrahedron Lett.
, vol.14
, pp. 3389
-
-
Tsuchihashi, G.1
Iriuchijima, S.2
Maniwa, K.3
-
62
-
-
45549114648
-
-
(b) Ronan, B.; Marchalin, S.; Samuel, O.; Kagan, H. B. Tetrahedron Lett. 1988, 29, 6101.
-
(1988)
Tetrahedron Lett.
, vol.29
, pp. 6101
-
-
Ronan, B.1
Marchalin, S.2
Samuel, O.3
Kagan, H.B.4
-
66
-
-
8544244902
-
-
13 Preliminary communication: Bravo, P.; Farina, A.; Kukhar, V. P.; Markovsky, A. L.; Meille, S. V.; Soloshonok, V. A.; Sorochinsky, A. E.; Viani, F.; Zanda, M. Zappalà, C. J. Org. Chem. 1997, 62, 3424.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 3424
-
-
Bravo, P.1
Farina, A.2
Kukhar, V.P.3
Markovsky, A.L.4
Meille, S.V.5
Soloshonok, V.A.6
Sorochinsky, A.E.7
Viani, F.8
Zanda, M.9
Zappalà, C.10
-
67
-
-
85038543170
-
-
unpublished data.
-
3-aldimines were not satisfactory; Zanda, M.; Soloshonok, V.A., unpublished data.
-
-
-
Zanda, M.1
Soloshonok, V.A.2
-
68
-
-
0003463148
-
-
Wiley: London
-
15 PMP-group is known as versatile protecting group, and in most cases, could be subsequently removed to afford a free amino function; Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis; Wiley: London, 1991.
-
(1991)
Protective Groups in Organic Synthesis
-
-
Greene, T.W.1
Wuts, P.G.M.2
-
69
-
-
33845470778
-
-
16 Unfluorinated N-PMP imines were shown to exist exclusively as (E)-geometric isomers; (a) Yamamoto, Y.; Komatsu, T.; Maruyama, K. J. Am. Chem. Soc. 1984, 106, 5031.
-
(1984)
J. Am. Chem. Soc.
, vol.106
, pp. 5031
-
-
Yamamoto, Y.1
Komatsu, T.2
Maruyama, K.3
-
70
-
-
0000945611
-
-
(b) Yamamoto, Y.; Nishii, S.; Maruyama, K.; Komatsu, T.; Ito, W. J. Am. Chem. Soc. 1986, 108, 7778.
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 7778
-
-
Yamamoto, Y.1
Nishii, S.2
Maruyama, K.3
Komatsu, T.4
Ito, W.5
-
71
-
-
0001475118
-
-
For a discussion on the configurational stability of imino compounds see: (c) Lefebvre, I. M.; Evans, S. A., Jr. J. Org. Chem. 1997, 62, 7532 and references therein.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 7532
-
-
Lefebvre, I.M.1
Evans S.A., Jr.2
-
72
-
-
85038546526
-
-
note
-
17 On the other hand, this beneficial property of 7a-c could create some problems in determining the stereochemical outcome of small scale reactions, as it was in our initial study. Thus, the diastereomeric ratios reported in the preliminary communication (ref. 13) should be corrected.
-
-
-
-
73
-
-
85038551346
-
-
note
-
18 In the original text of ref. 12c compound Et-CH=N-Ph is named as N-ethylideneaniline.
-
-
-
-
74
-
-
85038546983
-
-
note
-
S,1R*,2R*).
-
-
-
-
75
-
-
85038554369
-
-
See ref. 9d.
-
20 (a) See ref. 9d.
-
-
-
-
77
-
-
0000232886
-
-
(c) Chassaing, G.; Lett, R.; Marquet, A. Tetrahedron Lett. 1978, 19, 471.
-
(1978)
Tetrahedron Lett.
, vol.19
, pp. 471
-
-
Chassaing, G.1
Lett, R.2
Marquet, A.3
-
79
-
-
0001495859
-
-
(e) Williams, D. R.; Phillips, J. G.; White, F. H.; Huffman, J. C. Tetrahedron 1986, 42, 3003.
-
(1986)
Tetrahedron
, vol.42
, pp. 3003
-
-
Williams, D.R.1
Phillips, J.G.2
White, F.H.3
Huffman, J.C.4
-
81
-
-
0028359796
-
-
(g) Ben, R. N.; Breau, L.; Bensimon, C.; Durst, T. Tetrahedron 1994, 50, 6061.
-
(1994)
Tetrahedron
, vol.50
, pp. 6061
-
-
Ben, R.N.1
Breau, L.2
Bensimon, C.3
Durst, T.4
-
83
-
-
0028273289
-
-
(i) Pyne, S. G.; Hajipour, A. R.; Prabakaran, K. Tetrahedron Lett. 1994, 35, 645.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 645
-
-
Pyne, S.G.1
Hajipour, A.R.2
Prabakaran, K.3
-
84
-
-
84987378300
-
-
(j) Muller, J.; Neuburger, M.; Zehnder, M. Helv. Chim. Acta 1995, 78, 615.
-
(1995)
Helv. Chim. Acta
, vol.78
, pp. 615
-
-
Muller, J.1
Neuburger, M.2
Zehnder, M.3
-
85
-
-
84949802859
-
-
Wiley, Interscience
-
(k) The Chemistry of Sulphones and Sulphoxides; Patai, S.; Rappoport, Z.; Stirling, C., Eds.; Wiley, Interscience, 1988; pp. 829-832.
-
(1988)
The Chemistry of Sulphones and Sulphoxides
, pp. 829-832
-
-
Patai, S.1
Rappoport, Z.2
Stirling, C.3
-
86
-
-
1542554559
-
-
21 For Curtin-Hammett principle, which states that for some reactions the thermodynamically preferred and reactive geometries are not identical, see: (a) Seeman, J. I. Chem. Rev. 1983, 83, 83.
-
(1983)
Chem. Rev.
, vol.83
, pp. 83
-
-
Seeman, J.I.1
-
88
-
-
85038545966
-
-
note
-
S)-7a through chiral HPLC analysis (N-2,3-dinitrobenzoyl derivatives) unequivocally confirmed that the samples are homochiral [(R)-absolute configuration].
-
-
-
-
89
-
-
0027608975
-
-
23 Altomare, A.; Cascarano, G.; Giacovazzo, G.; Guagliardi A. J. Appl. Cryst. 1993, 26, 343.
-
(1993)
J. Appl. Cryst.
, vol.26
, pp. 343
-
-
Altomare, A.1
Cascarano, G.2
Giacovazzo, G.3
Guagliardi, A.4
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