메뉴 건너뛰기
Tetrahedron
Volumn 58, Issue 21, 2002, Pages 4133-4170
The Nicholas reaction: The use of dicobalt hexacarbonyl-stabilised propargylic cations in synthesis
(1)
Teobald, Barry J
a
a
ASTRAZENECA
(
United Kingdom
)
Author keywords
Carbenium ions; Cobalt and compounds; Complexes; Nicholas reactions
Indexed keywords
ALKENE DERIVATIVE; AMINE; AROMATIC COMPOUND; AZIDE; CARBON; CARBONYL DERIVATIVE; CATION; COBALT DERIVATIVE; FLUORIDE; NITROGEN; OXYGEN; RADICAL; SULFUR;
ARTICLE; CARBONYLENE REACTION; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPLEX FORMATION; CYCLIZATION; METHODOLOGY; NICHOLAS REACTION; ORGANIC CHEMISTRY; PRIORITY JOURNAL; STEREOCHEMISTRY; SYNTHESIS;
EID
:
0037140714
PISSN
:
00404020
EISSN
:
None
Source Type
:
Journal
DOI
:
10.1016/S0040-4020(02)00315-0
Document Type
:
Review
Times cited : (
301
)
References (
115
)
1
33845281351
(1987)
Acc. Chem. Res.
, vol.20
, pp. 207-214
Nicholas, K.M.
1
2
0000134381
E.W. Abel, F.G.A. Stone, & G. Wilkinson. Oxford: Pergamon, Chapter 7.1
(1995)
Comprehensive Organometallic Chemistry II: A Review of the Literature 1982-1994, 14 Volume Set
, vol.12
, pp. 685-702
Caffyn, A.J.M.
1
Nicholas, K.M.
2
3
0003067512
(1997)
Adv. Organomet. Chem.
, vol.41
, pp. 69-125
Went, M.J.
1
4
0034616733
(2000)
J. Chem. Soc., Perkin Trans. 1
, pp. 1657-1668
Fletcher, A.J.
1
Christie, S.D.R.
2
5
0001136410
E.W. Abel, F.G.A. Stone, & G. Wilkinson. Oxford: Pergamon, Chapter 7.2
(1995)
Comprehensive Organometallic Chemistry II: A Review of the Literature 1982-1994, 14 Volume Set
, vol.12
, pp. 703-739
Schore, N.E.
1
6
0003002270
(1972)
J. Organomet. Chem.
, vol.44
Nicholas, K.M.
1
Pettit, R.
2
7
0001267873
(1971)
Tetrahedron Lett.
, vol.37
, pp. 3475-3478
Nicholas, K.M.
1
Pettit, R.
2
8
0002278913
(1977)
J. Organomet. Chem.
, vol.125
Connor, R.E.
1
Nicholas, K.M.
2
9
48549113681
(1984)
J. Organomet. Chem.
, vol.268
Padmanabhan, S.
1
Nicholas, K.M.
2
10
0031882648
(1998)
Angew. Chem., Int. Ed. Engl.
, vol.37
, pp. 161-164
Melikyan, G.G.
1
Bright, S.
2
Monroe, T.
3
Hardcastle, K.I.
4
Ciurash, J.
5
11
0032507904
(1998)
Tetrahedron
, vol.54
, pp. 6677-6698
Shibuya, S.
1
Isobe, M.
2
12
0034616177
(2000)
Tetrahedron
, vol.56
, pp. 2203-2209
Mukai, C.
1
Yamashita, H.
2
Ichiryu, T.
3
Hanaoka, M.
4
13
0025760656
(1991)
J. Chem. Soc., Chem. Commun.
, pp. 544-546
Magnus, P.
1
Fortt, S.M.
2
14
0030842824
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 5591-5605
Magnus, P.
1
Eisenbeis, S.A.
2
Fairhurst, R.A.
3
Iliadis, T.
4
Magnus, N.A.
5
Parry, D.
6
15
0000693319
(1995)
J. Org. Chem.
, vol.60
, pp. 7496-7502
Vizniowski, C.S.
1
Green, J.R.
2
Breen, T.L.
3
Dalacu, A.
4
16
0032506977
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 900-907
Kuhn, O.
1
Rau, D.
2
Mayr, H.
3
17
0001404819
(1974)
Adv. Organomet. Chem.
, vol.12
, pp. 323-377
Dickson, R.S.
1
Fraser, P.J.
2
18
4644337745
(1995)
J. Chem. Soc., Perkin Trans. 1
, pp. 2849-2854
Mukai, C.
1
Moharram, S.M.
2
Kataoka, O.
3
Hanaoka, M.
4
19
33845375117
(1986)
J. Org. Chem.
, vol.51
, pp. 3038-3043
Lau, C.K.
1
Dufresne, C.
2
Belanger, P.C.
3
Pietre, S.
4
Scheigetz, J.
5
20
0000716185
(1996)
J. Org. Chem.
, vol.61
, pp. 3912-3915
Krafft, M.E.
1
Cheung, Y.Y.
2
Wright, C.
3
Cali, R.
4
21
0031031223
(1997)
Tetrahedron Lett.
, vol.38
, pp. 685-686
Berge, J.
1
Claridge, S.
2
Mann, A.
3
Muller, C.
4
Tyrrell, E.
5
22
33748593959
(1998)
J. Chem. Soc., Perkin Trans. 1
, pp. 1427-1438
Mann, A.
1
Muller, C.
2
Tyrrell, E.
3
23
0032542192
(1998)
Tetrahedron Lett.
, vol.39
, pp. 9535-9538
Tyrrell, E.
1
Tillett, C.
2
24
0030973259
(1997)
J. Org. Chem.
, vol.62
, pp. 3032-3033
Nakamura, T.
1
Matsui, T.
2
Tanino, K.
3
Kuwajima, I.
4
25
0033609781
(1999)
Tetrahedron Lett.
, vol.40
, pp. 6499-6502
Montaña, A.M.
1
Fernandez, D.
2
26
0342948830
(2000)
Tetrahedron
, vol.56
, pp. 425-439
Montaña, A.M.
1
Fernandez, D.
2
Pages, R.
3
Filippou, A.C.
4
Kociok-Kohn, G.
5
27
0002015568
(1993)
Synlett
, pp. 769-771
Tyrrell, E.
1
Heshmati, P.
2
Sarrazin, L.
3
28
0000559897
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 3128-3130
Schreiber, S.L.
1
Sammakia, T.
2
Crowe, W.E.
3
29
0002378307
(1995)
Synlett
, pp. 714-716
Tyrrell, E.
1
Claridge, S.
2
Davis, R.
3
Lebel, J.
4
Berge, J.
5
30
0000882082
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 5749-5759
Schreiber, S.L.
1
Klimas, M.T.
2
Sammakia, T.
3
31
79958222806
(1981)
Helv. Chim. Acta
, vol.64
, pp. 1413-1423
Seebach, D.
1
Golinski, J.
2
32
0026795583
(1992)
Tetrahedron Lett.
, vol.33
, pp. 6231-6234
Jacobi, P.A.
1
Rajeswari, S.
2
33
0026795136
(1992)
Tetrahedron Lett.
, vol.33
, pp. 6239-6242
Jacobi, P.A.
1
DeSimone, R.W.
2
34
0027403234
(1993)
Tetrahedron Lett.
, vol.34
, pp. 2581-2584
Jacobi, P.A.
1
Zheng, W.
2
35
0027468085
(1993)
Tetrahedron Lett.
, vol.34
, pp. 2585-2588
Jacobi, P.A.
1
Zheng, W.
2
36
0028860086
(1995)
Tetrahedron Lett.
, vol.36
, pp. 1197-1200
Jacobi, P.A.
1
Guo, J.
2
Zheng, W.
3
37
0029928601
(1996)
J. Org. Chem.
, vol.61
, pp. 2413-2427
Jacobi, P.A.
1
Murphree, S.
2
Rupprecht, F.
3
Zheng, W.
4
38
0030017870
(1996)
J. Org. Chem.
, vol.61
, pp. 5013-5023
Jacobi, P.A.
1
Brielmann, H.L.
2
Hauck, S.I.
3
39
0030748827
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 6739-6748
Magnus, P.
1
Miknis, G.F.
2
Press, N.J.
3
Grandjean, D.
4
Taylor, G.M.
5
Harling, J.
6
40
0025274314
(1990)
J. Org. Chem.
, vol.55
, pp. 1709-1711
Magnus, P.
1
Annoura, H.
2
Harling, J.
3
41
0023837723
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 1626-1628
Magnus, P.
1
Carter, P.A.
2
42
0023726224
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 6921-6923
Magnus, P.
1
Lewis, R.T.
2
Huffman, J.C.
3
43
0026763185
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 2544-2559
Magnus, P.
1
Carter, P.
2
Elliott, J.
3
Lewis, R.
4
Harling, J.
5
Pitterna, T.
6
Bauta, W.E.
7
Fortt, S.
8
44
0025847654
(1991)
J. Chem. Soc., Chem. Commun.
, pp. 541-543
Magnus, P.
1
Pitterna, T.
2
45
0026051710
(1991)
J. Chem. Soc., Chem. Commun.
, pp. 1522-1524
Magnus, P.
1
Davies, M.
2
46
0029929386
(1996)
Tetrahedron
, vol.52
, pp. 6283-6306
Magnus, P.
1
Carter, R.
2
Davies, M.
3
Elliott, J.
4
Pitterna, T.
5
47
0031592611
(1997)
Tetrahedron Lett.
, vol.38
, pp. 2355-2358
Caddicks, S.
1
Delisser, V.M.
2
48
0033605315
(1999)
Tetrahedron
, vol.55
, pp. 2737-2754
Caddick, S.
1
Delisser, V.M.
2
Doyle, V.E.
3
Khan, S.
4
Avent, A.G.
5
Vile, S.
6
49
0028217675
(1994)
J. Chem. Soc., Chem. Commun.
, pp. 1543-1544
Magnus, P.
1
Parry, D.
2
Iliadis, T.
3
Eisenbeis, S.A.
4
Fairhurst, R.A.
5
50
0027979271
(1994)
Tetrahedron
, vol.50
, pp. 1397-1418
Magnus, P.
1
51
84988090463
(1993)
Liebigs Ann. Chem.
, pp. 1009-1016
Maier, M.E.
1
Brandstetter, T.
2
52
85064628630
(1994)
Synlett
, pp. 713-716
Maier, M.E.
1
Langenbacher, D.
2
53
0026321734
(1991)
Tetrahedron Lett.
, vol.32
, pp. 7553-7556
Mukai, C.
1
Kataoka, O.
2
Hanaoka, M.
3
54
37049085128
(1993)
J. Chem. Soc., Perkin Trans. 1
, pp. 563-571
Mukai, C.
1
Kataoka, O.
2
Hanaoka, M.
3
55
0027280114
(1993)
J. Org. Chem.
, vol.58
, pp. 2946-2952
Mukai, C.
1
Kataoka, O.
2
Hanaoka, M.
3
56
0028146803
(1994)
Tetrahedron Lett.
, vol.35
, pp. 6899-6902
Mukai, C.
1
Kataoka, O.
2
Hanaoka, M.
3
57
0029084214
(1995)
J. Org. Chem.
, vol.60
, pp. 5910-5918
Mukai, C.
1
Kataoka, O.
2
Hanaoka, M.
3
58
0005845094
(1996)
Synlett
, pp. 11
Mukai, C.
1
Hanaoka, M.
2
59
0033590774
(1999)
J. Chem. Soc., Chem. Commun.
, pp. 509-510
Patel, M.M.
1
Green, J.R.
2
60
0006071213
(1992)
Synlett
, pp. 70-72
Takano, S.
1
Sugihara, T.
2
Ogasawara, K.
3
61
0000607857
(1998)
J. Chem. Soc., Chem. Commun.
, pp. 1751-1752
Green, J.R.
1
62
0000270550
(1998)
Synlett
, pp. 373-374
Shibuya, S.
1
Isobe, M.
2
63
0000438404
(1982)
Tetrahedron Lett.
, vol.23
, pp. 2555-2558
Padmanabhan, S.
1
Nicholas, K.M.
2
64
0000720508
(1993)
J. Org. Chem.
, vol.58
, pp. 5587-5588
Ganesh, P.
1
Nicholas, K.M.
2
65
0001092686
(1997)
J. Org. Chem.
, vol.62
, pp. 1737-1747
Ganesh, P.
1
Nicholas, K.M.
2
66
0028143466
(1994)
Tetrahedron Lett.
, vol.35
, pp. 8755-8758
Muehldorf, A.V.
1
Guzmanperez, A.
2
Kluge, A.F.
3
67
33748653813
(1998)
J. Chem. Soc., Perkin Trans. 1
, pp. 2475-2478
LeBrazidec, J.Y.
1
Kocienski, P.J.
2
Connolly, J.D.
3
Muir, K.W.
4
68
0002075387
(1994)
J. Chem. Soc., Chem. Commun.
, pp. 49-50
Grove, D.D.
1
Corte, J.R.
2
Spencer, R.P.
3
Pauly, M.E.
4
Rath, N.P.
5
69
0034042239
(2000)
Synlett
, pp. 746-748
Guo, R.
1
Green, J.R.
2
70
0033592964
(1999)
J. Chem. Soc., Chem. Commun.
, pp. 2503-2504
Guo, R.
1
Green, J.R.
2
71
0032564615
(1998)
Tetrahedron Lett.
, vol.39
, pp. 9773-9776
Betancort, J.M.
1
Rodriguez, C.M.
2
Martín, V.S.
3
72
0028365999
(1994)
J. Chem. Soc., Chem. Commun.
, pp. 1161-1162
Mukai, C.
1
Sugimoto, Y.
2
Ikeda, Y.
3
Hanaoka, M.
4
73
0028216189
(1994)
Tetrahedron Lett.
, vol.35
, pp. 2179-2182
Mukai, C.
1
Ikeda, Y.
2
Sugimoto, Y.
3
Hanaoka, M.
4
74
0032576794
(1998)
Tetrahedron
, vol.54
, pp. 823-850
Mukai, C.
1
Sugimoto, Y.I.
2
Ikeda, Y.
3
Hanaoka, M.
4
75
0030942363
(1997)
Tetrahedron Lett.
, vol.38
, pp. 2511-2512
Mukai, C.
1
Moharram, S.M.
2
Hanaoka, M.
3
76
0000044974
(1997)
J. Org. Chem.
, vol.62
, pp. 8095-8103
Mukai, C.
1
Moharram, S.M.
2
Azukizawa, S.
3
Hanaoka, M.
4
77
0030902786
(1997)
Tetrahedron Lett.
, vol.38
, pp. 4595-4598
Mukai, C.
1
Itoh, T.
2
Hanaoka, M.
3
78
0000397914
(1996)
Chem. A Eur. J.
, vol.2
, pp. 502-510
Streicher, H.
1
Geyer, A.
2
Schmidt, R.R.
3
79
0029014811
(1995)
Tetrahedron Lett.
, vol.36
, pp. 3549-3552
Palazón, J.M.
1
Martín, V.S.
2
80
0027234288
(1993)
Tetrahedron Lett.
, vol.34
, pp. 5757-5760
Tanaka, S.
1
Tsukiyama, T.
2
Isobe, M.
3
81
0028335526
(1994)
Tetrahedron
, vol.50
, pp. 5633-5644
Tanaka, S.
1
Isobe, M.
2
82
0028889099
(1995)
Tetrahedron Lett.
, vol.36
, pp. 567-570
Isobe, M.
1
Jiang, Y.
2
83
0030057561
(1996)
Tetrahedron
, vol.52
, pp. 2877-2892
Jiang, Y.
1
Isobe, M.
2
84
85037469028
(1995)
Synlett
, pp. 285-288
Jiang, Y.
1
Ichikawa, Y.
2
Isobe, M.
3
85
0030897973
(1997)
Tetrahedron
, vol.53
, pp. 5103-5122
Jiang, Y.
1
Ichikawa, Y.
2
Isobe, M.
3
86
0028956051
(1995)
Carbohydr. Res.
, vol.268
, pp. 177-186
Desire, J.
1
Veyrieres, A.
2
87
0028080264
(1994)
Tetrahedron Lett.
, vol.35
, pp. 7801-7804
Tanaka, S.
1
Isobe, M.
2
88
0028034672
(1994)
Tetrahedron
, vol.50
, pp. 12883-12894
Tanaka, S.
1
Tatsuta, N.
2
Yamashita, O.
3
Isobe, M.
4
89
0029162064
(1995)
Synthesis
, pp. 859-862
Tanaka, S.
1
Isobe, M.
2
90
1542420461
(1994)
Synlett
, pp. 916-918
Isobe, M.
1
Yenjai, C.
2
Tanaka, S.
3
91
0032510406
(1998)
Tetrahedron
, vol.54
, pp. 2509-2520
Yenjai, C.
1
Isobe, M.
2
92
0030508478
(1996)
Chem. Lett.
, pp. 473-474
Isobe, M.
1
Hosokawa, S.
2
Kira, K.
3
93
85010516470
(1995)
Synlett
, pp. 1179-1180
Hosokawa, S.
1
Isobe, M.
2
94
0033534666
(1999)
J. Org. Chem.
, vol.64
, pp. 37-48
Hosokawa, S.
1
Isobe, M.
2
95
0002300598
(1996)
Synlett
, pp. 351-352
Hosokawa, S.
1
Isobe, M.
2
96
0033525470
(1999)
Tetrahedron Lett.
, vol.40
, pp. 1911-1914
Saeeng, R.
1
Isobe, M.
2
97
0032556811
(1998)
J. Chem. Soc., Chem. Commun.
, pp. 2665-2676
Isobe, M.
1
Nishizawa, R.
2
Hosokawa, S.
3
Nishikawa, T.
4
98
0032572825
(1998)
J. Med. Chem.
, vol.41
, pp. 3507-3514
Shuto, S.
1
Ono, S.
2
Imoto, H.
3
Yoshii, K.
4
Matsuda, A.
5
99
0028939155
(1995)
Tetrahedron Lett.
, vol.36
, pp. 2823-2826
Wang, J.L.
1
Ueng, C.H.
2
Yeh, M.-C.P.
3
100
0001408846
(2000)
Org. Lett.
, vol.2
, pp. 807-809
Amouri, H.
1
Begue, J.P.
2
Chennoufi, A.
3
Bonnet-Delpon, D.
4
Gruselle, M.
5
Malezieux, B.
6
101
37049071923
(1994)
J. Chem. Soc., Chem. Commun.
, pp. 225-226
Bennett, S.C.
1
Phipps, M.A.
2
Went, M.J.
3
102
37049083314
(1993)
J. Chem. Soc., Dalton Trans.
, pp. 1857-1862
Gelling, A.
1
Mohmand, G.F.
2
Jeffery, J.C.
3
Went, M.J.
4
103
0001628584
(1992)
J. Organomet. Chem.
, vol.439
, pp. 189-199
Bennett, S.C.
1
Gelling, A.
2
Went, M.J.
3
104
0033609839
(1999)
Tetrahedron Lett.
, vol.40
, pp. 6399-6402
Gree, D.
1
Madiot, V.
2
Gree, R.
3
105
0000743892
(1996)
Synlett
, pp. 833-836
Mikami, K.
1
Feng, F.
2
Matsueda, H.
3
Yoshida, A.
4
Grierson, D.S.
5
106
0031436857
(1997)
J. Org. Chem.
, vol.62
, pp. 9379-9381
Jones, G.B.
1
Wright, J.M.
2
Rush, T.M.
3
Plourde G.W. II
4
Kelton, T.F.
5
Mathews, J.E.
6
Huber, R.S.
7
Davidson, J.P.
8
107
85037465424
(1995)
Synlett
, pp. 1183
Nagasawa, T.
1
Kitamura, M.
2
Suzuki, K.
3
108
0033546234
(1999)
Tetrahedron Lett.
, vol.40
, pp. 4563-4566
Kitamura, M.
1
Ohmori, K.
2
Suzuki, K.
3
109
0028329319
(1994)
J. Chem. Soc., Chem. Commun.
, pp. 587-588
Alcaide, B.
1
Perezcastells, J.
2
Sanchezvigo, B.
3
Sierra, M.A.
4
110
0033524810
(1999)
Tetrahedron Lett.
, vol.40
, pp. 1169-1170
Fukase, Y.
1
Kukase, K.
2
Kusumoto, S.
3
111
0001141649
(1995)
Organometallics
, vol.14
, pp. 2170-2172
Melikyan, G.G.
1
Khan, M.A.
2
Nicholas, K.M.
3
112
0001852582
(1999)
J. Organomet. Chem.
, vol.578
, pp. 68-75
Melikyan, G.G.
1
Deravakian, A.
2
Myer, S.
3
Yadegar, S.
4
Hardcastle, K.I.
5
Ciurash, J.
6
Toure, P.
7
113
0030814565
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 9053-9054
Salazar, K.L.
1
Khan, M.A.
2
Nicholas, K.M.
3
114
0034616155
(2000)
Tetrahedron
, vol.56
, pp. 2211-2224
Salazar, K.L.
1
Nicholas, K.M.
2
115
0034912138
(2001)
Curr. Org. Chem.
, vol.5
, pp. 809-826
Green, J.R.
1
* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.