-
3
-
-
79953726428
-
-
For selected references on palladium-catalyzed coupling reactions leading to enamides, see
-
For selected references on palladium-catalyzed coupling reactions leading to enamides, see
-
-
-
-
5
-
-
0347411032
-
-
D. J. Wallace, D. J. Klauber, C.-y. Chen, R. P. Volante, Org. Lett. 2003, 5, 4749-4752
-
(2003)
Org. Lett.
, vol.5
, pp. 4749-4752
-
-
Wallace, D.J.1
Klauber, D.J.2
Chen, C.-Y.3
Volante, R.P.4
-
6
-
-
18244388691
-
-
A. Klapars, K. R. Campos, C.-y. Chen, R. P. Volante, Org. Lett. 2005, 7, 1185-1188
-
(2005)
Org. Lett.
, vol.7
, pp. 1185-1188
-
-
Klapars, A.1
Campos, K.R.2
Chen, C.-Y.3
Volante, R.P.4
-
9
-
-
79953681430
-
-
For selected references on copper-catalyzed coupling reactions leading to enamides, see
-
For selected references on copper-catalyzed coupling reactions leading to enamides, see
-
-
-
-
10
-
-
0002251888
-
-
T. Ogawa, T. Kiji, K. Hayami, H. Suzuki, Chem. Lett. 1991, 1443-1446
-
(1991)
Chem. Lett.
, pp. 1443-1446
-
-
Ogawa, T.1
Kiji, T.2
Hayami, K.3
Suzuki, H.4
-
12
-
-
0035905656
-
-
A. Fürstner, T. Dierkes, O. R. Thiel, G. Blanda, Chem. Eur. J. 2001, 7, 5286-5298
-
(2001)
Chem. Eur. J.
, vol.7
, pp. 5286-5298
-
-
Fürstner, A.1
Dierkes, T.2
Thiel, O.R.3
Blanda, G.4
-
13
-
-
0142106421
-
-
L. Jiang, G. E. Job, A. Klapars, S. L. Buchwald, Org. Lett. 2003, 5, 3667-3669
-
(2003)
Org. Lett.
, vol.5
, pp. 3667-3669
-
-
Jiang, L.1
Job, G.E.2
Klapars, A.3
Buchwald, S.L.4
-
14
-
-
0038549003
-
-
P. Y. S. Lam, G. Vincent, D. Bonne, C. G. Clark, Tetrahedron Lett. 2003, 44, 4927-4931
-
(2003)
Tetrahedron Lett.
, vol.44
, pp. 4927-4931
-
-
Lam, P.Y.S.1
Vincent, G.2
Bonne, D.3
Clark, C.G.4
-
15
-
-
0742321841
-
-
C. Han, R. Shen, S. Su, J. A. Porco, Jr., Org. Lett. 2004, 6, 27-30
-
(2004)
Org. Lett.
, vol.6
, pp. 27-30
-
-
Han, C.1
Shen, R.2
Su, S.3
Porco Jr., J.A.4
-
17
-
-
2942594724
-
-
X. Pan, Q. Cai, D. Ma, Org. Lett. 2004, 6, 1809-1812
-
(2004)
Org. Lett.
, vol.6
, pp. 1809-1812
-
-
Pan, X.1
Cai, Q.2
Ma, D.3
-
19
-
-
33646459483
-
-
C. Sun, J. E. Camp, S. M. Weinreb, Org. Lett. 2006, 8, 1779-1781
-
(2006)
Org. Lett.
, vol.8
, pp. 1779-1781
-
-
Sun, C.1
Camp, J.E.2
Weinreb, S.M.3
-
20
-
-
38349167607
-
-
R. R. Cesati III, G. Dwyer, R. C. Jones, M. P. Hayes, P. Yalamanchili, D. S. Casebier, Org. Lett. 2007, 9, 5617-5620
-
(2007)
Org. Lett.
, vol.9
, pp. 5617-5620
-
-
Iii, R.C.R.1
Dwyer, G.2
Jones, R.C.3
Hayes, M.P.4
Yalamanchili, P.5
Casebier, D.S.6
-
21
-
-
53549099630
-
-
M. Toumi, F. Couty, G. Evano, Angew. Chem. 2007, 119, 578-581
-
(2007)
Angew. Chem.
, vol.119
, pp. 578-581
-
-
Toumi, M.1
Couty, F.2
Evano, G.3
-
25
-
-
41949133170
-
-
Angew. Chem. Int. Ed. 2008, 47, 2109-2112
-
(2008)
Angew. Chem. Int. Ed.
, vol.47
, pp. 2109-2112
-
-
-
27
-
-
51049095122
-
-
For a review on copper-catalyzed cross-coupling reactions, see
-
For a review on copper-catalyzed cross-coupling reactions, see:, G. Evano, N. Blanchard, M. Toumi, Chem. Rev. 2008, 108, 3054-3131.
-
(2008)
Chem. Rev.
, vol.108
, pp. 3054-3131
-
-
Evano, G.1
Blanchard, N.2
Toumi, M.3
-
28
-
-
14944348646
-
-
For a review on the synthesis of enamines, enol ethers and related compounds by cross-coupling reactions, see
-
For a review on the synthesis of enamines, enol ethers and related compounds by cross-coupling reactions, see:, J. R. Dehli, J. Legros, C. Bolm, Chem. Commun. 2005, 973-986.
-
(2005)
Chem. Commun.
, pp. 973-986
-
-
Dehli, J.R.1
Legros, J.2
Bolm, C.3
-
29
-
-
79953674020
-
-
Enamides can be synthesized from ynamides by a variety of reactions including hydrogenation
-
Enamides can be synthesized from ynamides by a variety of reactions including hydrogenation
-
-
-
-
30
-
-
33646937979
-
-
hydrohalogenation-cross-coupling
-
X. Zhang, Y. Zhang, R. P. Hsung, K. C. M. Kurtz, J. Oppenheimer, M. E. Petersen, I. K. Sagamanova, L. Shen, M. R. Tracey, J. Org. Chem. 2006, 71, 4170-4177; hydrohalogenation-cross-coupling
-
(2006)
J. Org. Chem.
, vol.71
, pp. 4170-4177
-
-
Zhang, X.1
Zhang, Y.2
Hsung, R.P.3
Kurtz, K.C.M.4
Oppenheimer, J.5
Petersen, M.E.6
Sagamanova, I.K.7
Shen, L.8
Tracey, M.R.9
-
31
-
-
0141630352
-
-
stannylation-Stille coupling
-
J. A. Mulder, K. C. M. Kurtz, R. P. Hsung, H. Coverdale, M. O. Frederick, L. Shen, C. A. Zificsak, Org. Lett. 2003, 5, 1547-1550; stannylation-Stille coupling
-
(2003)
Org. Lett.
, vol.5
, pp. 1547-1550
-
-
Mulder, J.A.1
Kurtz, K.C.M.2
Hsung, R.P.3
Coverdale, H.4
Frederick, M.O.5
Shen, L.6
Zificsak, C.A.7
-
34
-
-
0037561028
-
-
hydroboration-Suzuki coupling
-
S. Naud, J.-C. Cintrat, Synthesis 2003, 1391-1397; hydroboration-Suzuki coupling
-
(2003)
Synthesis
, pp. 1391-1397
-
-
Naud, S.1
Cintrat, J.-C.2
-
35
-
-
0034693296
-
-
reductive coupling reactions
-
B. Witulski, N. Buschmann, U. Bergsträer, Tetrahedron 2000, 56, 8473-8480; reductive coupling reactions
-
(2000)
Tetrahedron
, vol.56
, pp. 8473-8480
-
-
Witulski, B.1
Buschmann, N.2
Bergsträer, U.3
-
36
-
-
55949122495
-
-
N. Saito, T. Katayama, Y. Sato, Org. Lett. 2008, 10, 3829-3832
-
(2008)
Org. Lett.
, vol.10
, pp. 3829-3832
-
-
Saito, N.1
Katayama, T.2
Sato, Y.3
-
37
-
-
0037884003
-
-
R. Tanaka, S. Hirano, H. Urabe, F. Sato, Org. Lett. 2003, 5, 67-70
-
(2003)
Org. Lett.
, vol.5
, pp. 67-70
-
-
Tanaka, R.1
Hirano, S.2
Urabe, H.3
Sato, F.4
-
38
-
-
33645358897
-
-
carbocupration
-
S. Hirano, Y. Fukudome, R. Tanaka, F. Sato, H. Urabe, Tetrahedron 2006, 62, 3896-3916; carbocupration
-
(2006)
Tetrahedron
, vol.62
, pp. 3896-3916
-
-
Hirano, S.1
Fukudome, Y.2
Tanaka, R.3
Sato, F.4
Urabe, H.5
-
39
-
-
67949106332
-
-
J. P. Das, H. Chechik, I. Marek, Nat. Chem. 2009, 1, 128-132
-
(2009)
Nat. Chem.
, vol.1
, pp. 128-132
-
-
Das, J.P.1
Chechik, H.2
Marek, I.3
-
42
-
-
70349881440
-
-
Rh-catalyzed addition of organoboron
-
B. Gourdet, M. E. Rudkin, C. A. Watts, H. W. Lam, J. Org. Chem. 2009, 74, 7849-7858; Rh-catalyzed addition of organoboron
-
(2009)
J. Org. Chem.
, vol.74
, pp. 7849-7858
-
-
Gourdet, B.1
Rudkin, M.E.2
Watts, C.A.3
Lam, H.W.4
-
43
-
-
77955425077
-
-
B. Gourdet, D. L. Smith, H. W. Lam, Tetrahedron 2010, 66, 6026-6031
-
(2010)
Tetrahedron
, vol.66
, pp. 6026-6031
-
-
Gourdet, B.1
Smith, D.L.2
Lam, H.W.3
-
44
-
-
77953013396
-
-
Heck-Suzuki-Miyaura reactions
-
B. Gourdet, M. E. Rudkin, H. W. Lam, Org. Lett. 2010, 12, 2554-2557; Heck-Suzuki-Miyaura reactions
-
(2010)
Org. Lett.
, vol.12
, pp. 2554-2557
-
-
Gourdet, B.1
Rudkin, M.E.2
Lam, H.W.3
-
45
-
-
33645297163
-
-
RCM
-
S. Couty, B. Liegault, C. Meyer, J. Cossy, Tetrahedron 2006, 62, 3882-3895; RCM
-
(2006)
Tetrahedron
, vol.62
, pp. 3882-3895
-
-
Couty, S.1
Liegault, B.2
Meyer, C.3
Cossy, J.4
-
46
-
-
0037035046
-
-
N. Saito, Y. Sato, M. Mori, Org. Lett. 2002, 4, 803-805
-
(2002)
Org. Lett.
, vol.4
, pp. 803-805
-
-
Saito, N.1
Sato, Y.2
Mori, M.3
-
47
-
-
0000645684
-
-
J. Huang, H. Xiong, R. P. Hsung, C. Rameshkumar, J. A. Mulder, T. P. Grebe, Org. Lett. 2002, 4, 2417-2420.
-
(2002)
Org. Lett.
, vol.4
, pp. 2417-2420
-
-
Huang, J.1
Xiong, H.2
Hsung, R.P.3
Rameshkumar, C.4
Mulder, J.A.5
Grebe, T.P.6
-
48
-
-
79953688376
-
-
For miscellanous syntheses of enamides, see
-
For miscellanous syntheses of enamides, see
-
-
-
-
49
-
-
0032724719
-
-
P. Dupau, P. Le Gendre, C. Bruneau, P. H. Dixneuf, Synlett 1999, 1832-1834
-
(1999)
Synlett
, pp. 1832-1834
-
-
Dupau, P.1
Le Gendre, P.2
Bruneau, C.3
Dixneuf, P.H.4
-
50
-
-
1442275451
-
-
W. Adam, S. G. Bosio, N. J. Turro, B. T. Wolff, J. Org. Chem. 2004, 69, 1704-1715
-
(2004)
J. Org. Chem.
, vol.69
, pp. 1704-1715
-
-
Adam, W.1
Bosio, S.G.2
Turro, N.J.3
Wolff, B.T.4
-
51
-
-
0000167432
-
-
A. Fürstner, C. Brehm, Y. Cancho-Grande, Org. Lett. 2001, 3, 3955-3957
-
(2001)
Org. Lett.
, vol.3
, pp. 3955-3957
-
-
Fürstner, A.1
Brehm, C.2
Cancho-Grande, Y.3
-
52
-
-
33749531743
-
-
J. M. Lee, D.-S. Ahn, D. Y. Jung, J. Lee, Y. Do, S. K. Kim, S. Chang, J. Am. Chem. Soc. 2006, 128, 12954-12962
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 12954-12962
-
-
Lee, J.M.1
Ahn, D.-S.2
Jung, D.Y.3
Lee, J.4
Do, Y.5
Kim, S.K.6
Chang, S.7
-
53
-
-
84961983732
-
-
J. L. Brice, J. E. Meerdink, S. S. Stahl, Org. Lett. 2004, 6, 1845-1848
-
(2004)
Org. Lett.
, vol.6
, pp. 1845-1848
-
-
Brice, J.L.1
Meerdink, J.E.2
Stahl, S.S.3
-
55
-
-
1842472927
-
-
B. Neugnot, J.-C. Cintrat, B. Rousseau, Tetrahedron 2004, 60, 3575-3579
-
(2004)
Tetrahedron
, vol.60
, pp. 3575-3579
-
-
Neugnot, B.1
Cintrat, J.-C.2
Rousseau, B.3
-
57
-
-
66149132217
-
-
R. Hayashi, R. P. Hsung, J. B. Feltenberger, A. G. Lohse, Org. Lett. 2009, 11, 2125-2128
-
(2009)
Org. Lett.
, vol.11
, pp. 2125-2128
-
-
Hayashi, R.1
Hsung, R.P.2
Feltenberger, J.B.3
Lohse, A.G.4
-
58
-
-
34248346338
-
-
M. V. J. Villa, S. M. Targett, J. C. Barnes, W. G. Whittingham, R. Marquez, Org. Lett. 2007, 9, 1631-1633
-
(2007)
Org. Lett.
, vol.9
, pp. 1631-1633
-
-
Villa, M.V.J.1
Targett, S.M.2
Barnes, J.C.3
Whittingham, W.G.4
Marquez, R.5
-
59
-
-
37049073088
-
-
T. Kondo, A. Tanaka, S. Kotachi, Y. Watanabe, J. Chem. Soc. Chem. Commun. 1995, 413-414
-
(1995)
J. Chem. Soc. Chem. Commun.
, pp. 413-414
-
-
Kondo, T.1
Tanaka, A.2
Kotachi, S.3
Watanabe, Y.4
-
60
-
-
79953703256
-
-
117, 4110-4113; Angew. Chem. Int. Ed. 2005, 4042- 4045
-
L. J. Gooβen, J. E. Rauhaus, G. Deng., Angew. Chem. 2005, 117, 4110-4113; Angew. Chem. Int. Ed. 2005, 44, 4042- 4045
-
(2005)
Angew. Chem.
, pp. 44
-
-
Gooen, L.J.1
Rauhaus, J.E.2
Deng, G.3
-
61
-
-
21244499017
-
-
Angew. Chem. Int. Ed. 2005, 44, 4042-4045
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 4042-4045
-
-
-
62
-
-
33748951752
-
-
C. G. Savarin, G. N. Boice, J. A. Murry, E. Corley, L. DiMichele, D. Hughes, Org. Lett. 2006, 8, 3903-3906
-
(2006)
Org. Lett.
, vol.8
, pp. 3903-3906
-
-
Savarin, C.G.1
Boice, G.N.2
Murry, J.A.3
Corley, E.4
Dimichele, L.5
Hughes, D.6
-
63
-
-
0000489118
-
-
M. J. Burk, G. Casy, N. B. Johnson, J. Org. Chem. 1998, 63, 6084-6085
-
(1998)
J. Org. Chem.
, vol.63
, pp. 6084-6085
-
-
Burk, M.J.1
Casy, G.2
Johnson, N.B.3
-
64
-
-
0029873590
-
-
N. M. Laso, B. Quiclet-Sire, S. Z. Zard, Tetrahedron Lett. 1996, 37, 1605-1608
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 1605-1608
-
-
Laso, N.M.1
Quiclet-Sire, B.2
Zard, S.Z.3
-
65
-
-
38949116590
-
-
H. Zhao, C. P. Vandenbossche, S. G. Koenig, S. P. Singh, R. P. Bakale, Org. Lett. 2008, 10, 505-507.
-
(2008)
Org. Lett.
, vol.10
, pp. 505-507
-
-
Zhao, H.1
Vandenbossche, C.P.2
Koenig, S.G.3
Singh, S.P.4
Bakale, R.P.5
-
66
-
-
79953725839
-
-
3-(N-Acyl)aminoallylic alcohols are encountered in some natural products, see
-
3-(N-Acyl)aminoallylic alcohols are encountered in some natural products, see
-
-
-
-
67
-
-
0028025828
-
-
K. Yoshikawa, M. Nagai, S. Arihara, Phytochemistry 1994, 35, 1057-1058
-
(1994)
Phytochemistry
, vol.35
, pp. 1057-1058
-
-
Yoshikawa, K.1
Nagai, M.2
Arihara, S.3
-
68
-
-
2542436686
-
-
Y. Zhang, R. H. Cichewicz, M. G. Nair, Life Sci. 2004, 75, 753-763
-
(2004)
Life Sci.
, vol.75
, pp. 753-763
-
-
Zhang, Y.1
Cichewicz, R.H.2
Nair, M.G.3
-
70
-
-
79953704900
-
-
For previous reports from our laboratory, see
-
For previous reports from our laboratory, see
-
-
-
-
71
-
-
34548156238
-
-
M. Barbazanges, C. Meyer, J. Cossy, Org. Lett. 2007, 9, 3245-3248
-
(2007)
Org. Lett.
, vol.9
, pp. 3245-3248
-
-
Barbazanges, M.1
Meyer, C.2
Cossy, J.3
-
72
-
-
41349103389
-
-
M. Barbazanges, C. Meyer, J. Cossy, Tetrahedron Lett. 2008, 49, 2902-2906.
-
(2008)
Tetrahedron Lett.
, vol.49
, pp. 2902-2906
-
-
Barbazanges, M.1
Meyer, C.2
Cossy, J.3
-
73
-
-
38349074867
-
-
For Ireland-Claisen rearrangements involving esters derived from a 3-amino-allylic alcohol (including one example of a glycolate) in which the nitrogen is embedded into an oxazolidinone, see
-
For Ireland-Claisen rearrangements involving esters derived from a 3-amino-allylic alcohol (including one example of a glycolate) in which the nitrogen is embedded into an oxazolidinone, see:, P. M. Ylioja, A. D. Mosley, C. E. Charlot, D. R. Carbery, Tetrahedron Lett. 2008, 49, 1111-1114.
-
(2008)
Tetrahedron Lett.
, vol.49
, pp. 1111-1114
-
-
Ylioja, P.M.1
Mosley, A.D.2
Charlot, C.E.3
Carbery, D.R.4
-
74
-
-
77957714272
-
-
For an interesting recent contribution on the synthesis of aminocyclopropylcarbinols and 1,3-amino alcohols from α-substituted β-hydroxyenamides, see
-
For an interesting recent contribution on the synthesis of aminocyclopropylcarbinols and 1,3-amino alcohols from α-substituted β-hydroxyenamides, see:, P. Valenta, P. J. Carroll, P. J. Walsh, J. Am. Chem. Soc. 2010, 132, 14179-14190.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 14179-14190
-
-
Valenta, P.1
Carroll, P.J.2
Walsh, P.J.3
-
76
-
-
33847799798
-
-
R. E. Ireland, R. H. Mueller, A. K. Willard, J. Am. Chem. Soc. 1976, 98, 2868-2877
-
(1976)
J. Am. Chem. Soc.
, vol.98
, pp. 2868-2877
-
-
Ireland, R.E.1
Mueller, R.H.2
Willard, A.K.3
-
78
-
-
0001538420
-
-
S. D. Burke, W. F. Fobare, G. J. Pacofsky, J. Org. Chem. 1983, 48, 5221-5228
-
(1983)
J. Org. Chem.
, vol.48
, pp. 5221-5228
-
-
Burke, S.D.1
Fobare, W.F.2
Pacofsky, G.J.3
-
80
-
-
0000807293
-
-
T. J. Gould, M. Balestra, M. D. Wittman, J. A. Gary, L. T. Rossano, J. Kallmerten, J. Org. Chem. 1987, 52, 3889-3901.
-
(1987)
J. Org. Chem.
, vol.52
, pp. 3889-3901
-
-
Gould, T.J.1
Balestra, M.2
Wittman, M.D.3
Gary, J.A.4
Rossano, L.T.5
Kallmerten, J.6
-
81
-
-
0000535071
-
-
(Eds.: B. M. Trost, I. Fleming), Pergamon Press, Oxford
-
J. A. Marshall, in Comprehensive Organic Chemistry, Vol. 3 (Eds.:, B. M. Trost, I. Fleming,), Pergamon Press, Oxford, 1991, pp. 975-1014
-
(1991)
Comprehensive Organic Chemistry, Vol. 3
, pp. 975-1014
-
-
Marshall, J.A.1
-
82
-
-
1242266853
-
-
(Eds.: G. Helmchen, R. W. Hoffmann, J. Mulzer, E. Schaumann), Thieme, Stuttgart
-
J. Kallmerten, in Houben-Weyl, Methods of Organic Chemistry, Vol. E21 (Eds.:, G. Helmchen, R. W. Hoffmann, J. Mulzer, E. Schaumann,), Thieme, Stuttgart, 1995, pp. 3757-3809
-
(1995)
Houben-Weyl, Methods of Organic Chemistry, Vol. E21
, pp. 3757-3809
-
-
Kallmerten, J.1
-
83
-
-
0000080952
-
-
(Eds.: B. M. Trost, I. Fleming), Pergamon Press, New York
-
R. Brückner, in Comprehensive Organic Synthesis, Vol. 6 (Eds.:, B. M. Trost, I. Fleming,), Pergamon Press, New York, 1991, pp. 873-908
-
(1991)
Comprehensive Organic Synthesis, Vol. 6
, pp. 873-908
-
-
Brückner, R.1
-
85
-
-
79953681736
-
-
For reviews on 1,2-amino alcohols, see
-
For reviews on 1,2-amino alcohols, see
-
-
-
-
88
-
-
0028130028
-
-
D. C. Cole, Tetrahedron 1994, 50, 9517-9582.
-
(1994)
Tetrahedron
, vol.50
, pp. 9517-9582
-
-
Cole, D.C.1
-
89
-
-
79953730084
-
-
For representative reactions with γ-alkoxy allenylzinc compounds, see
-
For representative reactions with γ-alkoxy allenylzinc compounds, see
-
-
-
-
90
-
-
34247574893
-
-
F. Chemla, F. Ferreira, X. Gaucher, L. Palais, Synthesis 2007, 1235-1241
-
(2007)
Synthesis
, pp. 1235-1241
-
-
Chemla, F.1
Ferreira, F.2
Gaucher, X.3
Palais, L.4
-
91
-
-
62749196628
-
-
A. Voituriez, A. Pérez-Luna, F. Ferreira, C. Botuha, F. Chemla, Org. Lett. 2009, 11, 931-934
-
(2009)
Org. Lett.
, vol.11
, pp. 931-934
-
-
Voituriez, A.1
Pérez-Luna, A.2
Ferreira, F.3
Botuha, C.4
Chemla, F.5
-
92
-
-
64249098645
-
-
F. Ferreira, C. Botuha, F. Chemla, A. Pérez-Luna, J. Org. Chem. 2009, 74, 2238-2241
-
(2009)
J. Org. Chem.
, vol.74
, pp. 2238-2241
-
-
Ferreira, F.1
Botuha, C.2
Chemla, F.3
Pérez-Luna, A.4
-
93
-
-
70249110118
-
-
with α-alkoxy enolates
-
C. Séguin, F. Ferreira, C. Botuha, F. Chemla, A. Pérez-Luna, J. Org. Chem. 2009, 74, 6986-6992; with α-alkoxy enolates
-
(2009)
J. Org. Chem.
, vol.74
, pp. 6986-6992
-
-
Séguin, C.1
Ferreira, F.2
Botuha, C.3
Chemla, F.4
Pérez-Luna, A.5
-
94
-
-
33644559032
-
-
Y. Wang, Q.-F. He, H.-W. Wang, X. Zhou, Z.-Y. Huang, Y. Qin, J. Org. Chem. 2006, 71, 1588-1591
-
(2006)
J. Org. Chem.
, vol.71
, pp. 1588-1591
-
-
Wang, Y.1
He, Q.-F.2
Wang, H.-W.3
Zhou, X.4
Huang, Z.-Y.5
Qin, Y.6
-
95
-
-
43549098326
-
-
T. Hjelmgaard, S. Faure, P. Lemoine, B. Viossat, D. J. Aitken, Org. Lett. 2008, 10, 841-844
-
(2008)
Org. Lett.
, vol.10
, pp. 841-844
-
-
Hjelmgaard, T.1
Faure, S.2
Lemoine, P.3
Viossat, B.4
Aitken, D.J.5
-
96
-
-
0032554058
-
-
S. Kobayashi, H. Ishitani, M. Ueno, J. Am. Chem. Soc. 1998, 120, 431-432
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 431-432
-
-
Kobayashi, S.1
Ishitani, H.2
Ueno, M.3
-
97
-
-
0037462104
-
-
S. Matsunaga, N. Kumagai, S. Harada, M. Shibasaki, J. Am. Chem. Soc. 2003, 125, 4712-4713
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 4712-4713
-
-
Matsunaga, S.1
Kumagai, N.2
Harada, S.3
Shibasaki, M.4
-
99
-
-
0037420331
-
-
S. Kobayashi, R. Matsubara, Y. Nakamura, H. Kitagawa, M. Sugiura, J. Am. Chem. Soc. 2003, 125, 2507-2515
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 2507-2515
-
-
Kobayashi, S.1
Matsubara, R.2
Nakamura, Y.3
Kitagawa, H.4
Sugiura, M.5
-
100
-
-
33644937519
-
-
B. M. Trost, J. Jaratjaroonphong, V. Reutrakul, J. Am. Chem. Soc. 2006, 128, 2778-2779
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 2778-2779
-
-
Trost, B.M.1
Jaratjaroonphong, J.2
Reutrakul, V.3
-
101
-
-
28244460830
-
-
for organocatalyzed reactions with α-hydroxy ketones, see
-
M. Sugita, A. Yamaguchi, N. Yamagiwa, S. Handa, S. Matsunaga, M. Shibasaki, Org. Lett. 2005, 7, 5339-5342; for organocatalyzed reactions with α-hydroxy ketones, see
-
(2005)
Org. Lett.
, vol.7
, pp. 5339-5342
-
-
Sugita, M.1
Yamaguchi, A.2
Yamagiwa, N.3
Handa, S.4
Matsunaga, S.5
Shibasaki, M.6
-
102
-
-
0037028550
-
-
B. List, P. Pojarliev, W. T. Biller, H. J. Martin, J. Am. Chem. Soc. 2002, 124, 827-833
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 827-833
-
-
List, B.1
Pojarliev, P.2
Biller, W.T.3
Martin, H.J.4
-
103
-
-
33846198424
-
-
S. S. V. Ramasastry, H. Zhang, F. Tanaka, C. F. Barbas III, J. Am. Chem. Soc. 2007, 129, 288-289
-
(2007)
J. Am. Chem. Soc.
, vol.129
, pp. 288-289
-
-
Ramasastry, S.S.V.1
Zhang, H.2
Tanaka, F.3
Iii, C.F.B.4
-
104
-
-
35248872887
-
-
L. Cheng, X. Han, H. Huang, M. W. Wong, Y. Lu, Chem. Commun. 2007, 4143-4145
-
(2007)
Chem. Commun.
, pp. 4143-4145
-
-
Cheng, L.1
Han, X.2
Huang, H.3
Wong, M.W.4
Lu, Y.5
-
106
-
-
65349186070
-
-
P. Dziedzic, P. Schyman, M. Kullberg, A. Cõrdova, Chem. Eur. J. 2009, 15, 4044-4048
-
(2009)
Chem. Eur. J.
, vol.15
, pp. 4044-4048
-
-
Dziedzic, P.1
Schyman, P.2
Kullberg, M.3
Cõrdova, A.4
-
107
-
-
5144229459
-
-
W. Notz, S.-i. Watanabe, N. S. Chowdari, G. Zhong, J. M. Betancort, F. Tanaka, C. F. Barbas III, Adv. Synth. Catal. 2004, 346, 1131-1140
-
(2004)
Adv. Synth. Catal.
, vol.346
, pp. 1131-1140
-
-
Notz, W.1
Watanabe, S.-I.2
Chowdari, N.S.3
Zhong, G.4
Betancort, J.M.5
Tanaka, F.6
Barbas III, C.F.7
-
108
-
-
0042655108
-
-
N. S. Chowdari, D. B. Ramachary, C. F. Barbas III, Org. Lett. 2003, 5, 1685-1688.
-
(2003)
Org. Lett.
, vol.5
, pp. 1685-1688
-
-
Chowdari, N.S.1
Ramachary, D.B.2
Iii, F.B.C.3
-
109
-
-
79953700988
-
-
For representative reactions with α-amino organolithiums, see
-
For representative reactions with α-amino organolithiums, see
-
-
-
-
110
-
-
0037204691
-
-
A. Ncube, S. B. Park, J. M. Chong, J. Org. Chem. 2002, 67, 3625-3636
-
(2002)
J. Org. Chem.
, vol.67
, pp. 3625-3636
-
-
Ncube, A.1
Park, S.B.2
Chong, J.M.3
-
111
-
-
33747761620
-
-
I. Coldham, S. Dufour, T. F. N. Haxell, J. J. Patel, G. Sanchez-Jimenez, J. Am. Chem. Soc. 2006, 128, 10943-10951
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 10943-10951
-
-
Coldham, I.1
Dufour, S.2
Haxell, T.F.N.3
Patel, J.J.4
Sanchez-Jimenez, G.5
-
112
-
-
39749183989
-
-
with α-amino nitriles
-
P. Oña Burgos, I. Fernández, M. J. Iglesias, S. García-Granda, F. Lõpez Ortiz, Org. Lett. 2008, 10, 537-540; with α-amino nitriles
-
(2008)
Org. Lett.
, vol.10
, pp. 537-540
-
-
Oña Burgos, P.1
Fernández, I.2
Iglesias, M.J.3
García-Granda, S.4
Ortiz, F.L.5
-
113
-
-
0037073874
-
-
for examples of Henry reactions with nitroalkanes other than nitromethane, see
-
E. Leclerc, E. Vrancken, P. Mangeney, J. Org. Chem. 2002, 67, 8928-8937; for examples of Henry reactions with nitroalkanes other than nitromethane, see
-
(2002)
J. Org. Chem.
, vol.67
, pp. 8928-8937
-
-
Leclerc, E.1
Vrancken, E.2
Mangeney, P.3
-
114
-
-
0037725799
-
-
T. Risgaard, K. V. Gothelf, K. A. Jørgensen, Org. Biomol. Chem. 2003, 1, 153-156
-
(2003)
Org. Biomol. Chem.
, vol.1
, pp. 153-156
-
-
Risgaard, T.1
Gothelf, K.V.2
Jørgensen, K.A.3
-
115
-
-
46849105502
-
-
T. Arai, R. Takashita, Y. Endo, M. Watanabe, A. Yanagisawa, J. Org. Chem. 2008, 73, 4903-4906
-
(2008)
J. Org. Chem.
, vol.73
, pp. 4903-4906
-
-
Arai, T.1
Takashita, R.2
Endo, Y.3
Watanabe, M.4
Yanagisawa, A.5
-
116
-
-
72849133517
-
-
with γ-amino allylboranes
-
H. H. Kim, K. Oh, Org. Lett. 2009, 11, 5682-5685; with γ-amino allylboranes
-
(2009)
Org. Lett.
, vol.11
, pp. 5682-5685
-
-
Kim, H.H.1
Oh, K.2
-
117
-
-
0029936107
-
-
with γ-amino allenylmetals, see
-
A. G. M. Barrett, M. A. Seefeld, A. J. P. White, D. J. Williams, J. Org. Chem. 1996, 61, 2677-2685; with γ-amino allenylmetals, see
-
(1996)
J. Org. Chem.
, vol.61
, pp. 2677-2685
-
-
Barrett, A.G.M.1
Seefeld, M.A.2
White, A.J.P.3
Williams, D.J.4
-
118
-
-
0346100549
-
-
P. B. D. Ranslow, L. S. Hegedus, C. de Los Rios, J. Org. Chem. 2004, 69, 105-111
-
(2004)
J. Org. Chem.
, vol.69
, pp. 105-111
-
-
Ranslow, P.B.D.1
Hegedus, L.S.2
Rios, C.D.L.3
-
119
-
-
0141854238
-
-
F. Bernaud, E. Vrancken, P. Mangeney, Org. Lett. 2003, 5, 2567-2569
-
(2003)
Org. Lett.
, vol.5
, pp. 2567-2569
-
-
Bernaud, F.1
Vrancken, E.2
Mangeney, P.3
-
120
-
-
30144439321
-
-
N. Alouane, F. Bernaud, J. Marrot, E. Vrancken, P. Mangeney, Org. Lett. 2005, 7, 5797-5800
-
(2005)
Org. Lett.
, vol.7
, pp. 5797-5800
-
-
Alouane, N.1
Bernaud, F.2
Marrot, J.3
Vrancken, E.4
Mangeney, P.5
-
122
-
-
0033553450
-
-
M. Horikawa, J. Busch-Petersen, E. J. Corey, Tetrahedron Lett. 1999, 40, 3843-3846
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 3843-3846
-
-
Horikawa, M.1
Busch-Petersen, J.2
Corey, E.J.3
-
123
-
-
0042349914
-
-
T. Ooi, M. Taniguchi, M. Kameda, K. Maruoka, Angew. Chem. 2002, 114, 4724-4726
-
(2002)
Angew. Chem.
, vol.114
, pp. 4724-4726
-
-
Ooi, T.1
Taniguchi, M.2
Kameda, M.3
Maruoka, K.4
-
124
-
-
0037011290
-
-
Angew. Chem. Int. Ed. 2002, 41, 4542-4544
-
(2002)
Angew. Chem. Int. Ed.
, vol.41
, pp. 4542-4544
-
-
-
125
-
-
0142062482
-
-
J. J. Gridley, M. P. Coogan, D. W. Knight, K. M. Abdul Malik, C. M. Sharland, J. Singkhonrat, S. Williams, Chem. Commun. 2003, 2550-2551
-
(2003)
Chem. Commun.
, pp. 2550-2551
-
-
Gridley, J.J.1
Coogan, M.P.2
Knight, D.W.3
Abdul Malik, K.M.4
Sharland, C.M.5
Singkhonrat, J.6
Williams, S.7
-
127
-
-
3342953528
-
-
with α-azido enolates
-
J. Kobayashi, M. Nakamura, Y. Mori, Y. Yamashita, S. Kobayashi, J. Am. Chem. Soc. 2004, 126, 9192-9193; with α-azido enolates
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 9192-9193
-
-
Kobayashi, J.1
Nakamura, M.2
Mori, Y.3
Yamashita, Y.4
Kobayashi, S.5
-
128
-
-
79952666117
-
-
J. Patel, G. Clavé, P.-Y. Renard, X. Franck, Angew. Chem. 2008, 120, 4292-4295
-
(2008)
Angew. Chem.
, vol.120
, pp. 4292-4295
-
-
Patel, J.1
Clavé, G.2
Renard, P.-Y.3
Franck, X.4
-
129
-
-
47049088639
-
-
with α-isothiocyanato enolates
-
Angew. Chem. Int. Ed. 2008, 47, 4224-4227; with α-isothiocyanato enolates
-
(2008)
Angew. Chem. Int. Ed.
, vol.47
, pp. 4224-4227
-
-
-
131
-
-
77956096856
-
-
M. C. Willis, G. A. Cutting, V. J.-D. Piccio, M. J. Durbin, M. P. John, Angew. Chem. 2005, 117, 1567-1569
-
(2005)
Angew. Chem.
, vol.117
, pp. 1567-1569
-
-
Willis, M.C.1
Cutting, G.A.2
Piccio, V.J.-D.3
Durbin, M.J.4
John, M.P.5
-
132
-
-
16244397120
-
-
Angew. Chem. Int. Ed. 2005, 44, 1543-1545
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 1543-1545
-
-
-
133
-
-
51949105875
-
-
for organocatalyzed reactions with α-amino aldehydes, see
-
L. Li, E. G. Klauber, D. Seidel, J. Am. Chem. Soc. 2008, 130, 12248-12249; for organocatalyzed reactions with α-amino aldehydes, see
-
(2008)
J. Am. Chem. Soc.
, vol.130
, pp. 12248-12249
-
-
Li, L.1
Klauber, E.G.2
Seidel, D.3
-
134
-
-
6444239481
-
-
R. Thayumanavan, F. Tanaka, C. F. Barbas III, Org. Lett. 2004, 6, 3541-3544.
-
(2004)
Org. Lett.
, vol.6
, pp. 3541-3544
-
-
Thayumanavan, R.1
Tanaka, F.2
Iii, F.B.C.3
-
135
-
-
79953674610
-
-
For selected examples, see
-
For selected examples, see
-
-
-
-
136
-
-
0034714495
-
-
D. Riber, R. Hazell, T. Skrydstrup, J. Org. Chem. 2000, 65, 5382-5390
-
(2000)
J. Org. Chem.
, vol.65
, pp. 5382-5390
-
-
Riber, D.1
Hazell, R.2
Skrydstrup, T.3
-
137
-
-
24144490041
-
-
Y.-W. Zhong, Y.-Z. Dong, K. Fang, K. Izumi, M.-H. Xu, G.-Q. Lin, J. Am. Chem. Soc. 2005, 127, 11956-11957
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 11956-11957
-
-
Zhong, Y.-W.1
Dong, Y.-Z.2
Fang, K.3
Izumi, K.4
Xu, M.-H.5
Lin, G.-Q.6
-
138
-
-
42149122774
-
-
for a recent review, see
-
R.-H. Liu, K. Fang, B. Wang, M.-H. Xu, G.-Q. Lin, J. Org. Chem. 2008, 73, 3307-3310; for a recent review, see
-
(2008)
J. Org. Chem.
, vol.73
, pp. 3307-3310
-
-
Liu, R.-H.1
Fang, K.2
Wang, B.3
Xu, M.-H.4
Lin, G.-Q.5
-
140
-
-
38349193431
-
-
V. Coeffard, C. Thobie-Gautier, I. Beaudet, E. Le Grognec, J.-P. Quintard, Eur. J. Org. Chem. 2008, 383-391
-
(2008)
Eur. J. Org. Chem.
, pp. 383-391
-
-
Coeffard, V.1
Thobie-Gautier, C.2
Beaudet, I.3
Le Grognec, E.4
Quintard, J.-P.5
-
142
-
-
0028801825
-
-
E. Lee, T. S. Kang, B. J. Joo, J. S. Tae, K. S. Li, C. K. Chung, Tetrahedron Lett. 1995, 36, 417-420
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 417-420
-
-
Lee, E.1
Kang, T.S.2
Joo, B.J.3
Tae, J.S.4
Li, K.S.5
Chung, C.K.6
-
143
-
-
0034644006
-
-
E. Lee, E. J. Jeong, S. J. Min, S. Hong, J. Lim, S. K. Kim, H. J. Kim, B. G. Choi, K. C. Koo, Org. Lett. 2000, 2, 2169-2171.
-
(2000)
Org. Lett.
, vol.2
, pp. 2169-2171
-
-
Lee, E.1
Jeong, E.J.2
Min, S.J.3
Hong, S.4
Lim, J.5
Kim, S.K.6
Kim, H.J.7
Choi, B.G.8
Koo, K.C.9
-
144
-
-
79953703255
-
-
For recent reviews on ynamides, see
-
For recent reviews on ynamides, see
-
-
-
-
145
-
-
77954546951
-
-
K. A. DeKorver, H. Li, A. G. Lohse, R. Hayashi, Z. Lu, Y. Zhang, R. P. Hsung, Chem. Rev. 2010, 110, 5064-5106
-
(2010)
Chem. Rev.
, vol.110
, pp. 5064-5106
-
-
Dekorver, K.A.1
Li, H.2
Lohse, A.G.3
Hayashi, R.4
Lu, Z.5
Zhang, Y.6
Hsung, R.P.7
-
146
-
-
78149426468
-
-
G. Evano, A. Coste, K. Jouvin, Angew. Chem. 2010, 122, 2902-2921
-
(2010)
Angew. Chem.
, vol.122
, pp. 2902-2921
-
-
Evano, G.1
Coste, A.2
Jouvin, K.3
-
147
-
-
77950513362
-
-
Angew. Chem. Int. Ed. 2010, 49, 2840-2859.
-
(2010)
Angew. Chem. Int. Ed.
, vol.49
, pp. 2840-2859
-
-
-
148
-
-
79953728578
-
-
For reactions involving 3-(N-sulfonylamino)propargyl alcohols as substrates, see
-
For reactions involving 3-(N-sulfonylamino)propargyl alcohols as substrates, see
-
-
-
-
149
-
-
34250780861
-
-
S. Couty, C. Meyer, J. Cossy, Angew. Chem. 2006, 118, 6878-6882
-
(2006)
Angew. Chem.
, vol.118
, pp. 6878-6882
-
-
Couty, S.1
Meyer, C.2
Cossy, J.3
-
150
-
-
33750194180
-
-
Angew. Chem. Int. Ed. 2006, 45, 6726-6730
-
(2006)
Angew. Chem. Int. Ed.
, vol.45
, pp. 6726-6730
-
-
-
151
-
-
58949090317
-
-
S. Couty, C. Meyer, J. Cossy, Tetrahedron 2009, 65, 1809-1832
-
(2009)
Tetrahedron
, vol.65
, pp. 1809-1832
-
-
Couty, S.1
Meyer, C.2
Cossy, J.3
-
154
-
-
2342596963
-
-
see also ref. [6a]
-
Y. Zhang, R. P. Hsung, M. R. Tracey, K. C. M. Kurtz, E. L. Vera, Org. Lett. 2004, 6, 1151-1154; see also ref. [6a].
-
(2004)
Org. Lett.
, vol.6
, pp. 1151-1154
-
-
Zhang, Y.1
Hsung, R.P.2
Tracey, M.R.3
Kurtz, K.C.M.4
Vera, E.L.5
-
157
-
-
34547643228
-
-
D. Rodríguez, M.-F. Martin-Esperõn, L. Castedo, C. Saá, Synlett 2007, 1963-1965.
-
(2007)
Synlett
, pp. 1963-1965
-
-
Rodríguez, D.1
Martin-Esperõn, M.-F.2
Castedo, L.3
Saá, C.4
-
158
-
-
79953676411
-
-
Direct reduction of 9 to 3f by using excess Red-Al (THF) did not proceed cleanly
-
Direct reduction of 9 to 3f by using excess Red-Al (THF) did not proceed cleanly.
-
-
-
-
159
-
-
79953702365
-
-
The preparation of bromoalkynes 10 - 12 is described in the Supporting Information
-
The preparation of bromoalkynes 10-12 is described in the Supporting Information.
-
-
-
-
160
-
-
79953694013
-
-
note
-
[6h,11] were not considered as substrates.
-
-
-
-
161
-
-
85004388152
-
-
N. Hashimoto, T. Aoyama, T. Shioiri, Chem. Pharm. Bull. 1981, 29, 1475-1478.
-
(1981)
Chem. Pharm. Bull.
, vol.29
, pp. 1475-1478
-
-
Hashimoto, N.1
Aoyama, T.2
Shioiri, T.3
-
162
-
-
79953720989
-
-
1H NMR spectrum of the crude material
-
1H NMR spectrum of the crude material.
-
-
-
-
163
-
-
0030747249
-
-
R. Badorrey, C. Cativiela, M. D. Díaz-de-Villegas, J. A. Gálvez, Synthesis 1997, 747-749
-
(1997)
Synthesis
, pp. 747-749
-
-
Badorrey, R.1
Cativiela, C.2
Díaz-De-Villegas, M.D.3
Gálvez, J.A.4
-
165
-
-
0037023407
-
-
See reference [12a] and, S.-p. Hong, H. A. Lindsay, T. Yaramasu, X. Zhang, M. C. McIntosh, J. Org. Chem. 2002, 67, 2042-2055.
-
(2002)
J. Org. Chem.
, vol.67
, pp. 2042-2055
-
-
Hong, S.-P.1
Lindsay, H.A.2
Yaramasu, T.3
Zhang, X.4
McIntosh, M.C.5
-
166
-
-
58149145332
-
-
For a recent use of the glycolate-Claisen rearrangement in the synthesis of amphidinolide J, see:, M. Barbazanges, C. Meyer, J. Cossy, J. Org. Lett. 2008, 10, 4489-4492.
-
(2008)
J. Org. Lett.
, vol.10
, pp. 4489-4492
-
-
Barbazanges, M.1
Meyer, C.2
Cossy, J.3
-
168
-
-
0000964816
-
-
R. E. Ireland, P. Wipf, J. N. Xiang, J. Org. Chem. 1991, 56, 3572-3582.
-
(1991)
J. Org. Chem.
, vol.56
, pp. 3572-3582
-
-
Ireland, R.E.1
Wipf, P.2
Xiang, J.N.3
-
169
-
-
17844362961
-
-
K. Fujiwara, A. Goto, D. Sato, H. Kawai, T. Suzuki, Tetrahedron Lett. 2005, 46, 3465-3468
-
(2005)
Tetrahedron Lett.
, vol.46
, pp. 3465-3468
-
-
Fujiwara, K.1
Goto, A.2
Sato, D.3
Kawai, H.4
Suzuki, T.5
-
170
-
-
38649116633
-
-
D. Sato, K. Fujiwara, H. Kawai, T. Suzuki, Tetrahedron Lett. 2008, 49, 1514-1517.
-
(2008)
Tetrahedron Lett.
, vol.49
, pp. 1514-1517
-
-
Sato, D.1
Fujiwara, K.2
Kawai, H.3
Suzuki, T.4
-
171
-
-
58149177445
-
-
J. P. Tellam, G. Kociok-Köhn, D. R. Carbery, Org. Lett. 2008, 10, 5199-5202.
-
(2008)
Org. Lett.
, vol.10
, pp. 5199-5202
-
-
Tellam, J.P.1
Kociok-Köhn, G.2
Carbery, D.R.3
-
172
-
-
79953676709
-
-
N-Sulfonyliminium ions have already been generated from α-(N-sulfonylamino)ethers, see
-
N-Sulfonyliminium ions have already been generated from α-(N-sulfonylamino)ethers, see
-
-
-
-
173
-
-
22144447142
-
-
for a review on N-acyliminium ion chemistry (and related species), see
-
S. S. Kinderman, M. M. T. Wekking, J. H. van Maarseveen, H. E. Schoemaker, H. Hiemstra, F. P. J. T. Rutjes, J. Org. Chem. 2005, 70, 5519-5527; for a review on N-acyliminium ion chemistry (and related species), see
-
(2005)
J. Org. Chem.
, vol.70
, pp. 5519-5527
-
-
Kinderman, S.S.1
Wekking, M.M.T.2
Van Maarseveen, J.H.3
Schoemaker, H.E.4
Hiemstra, H.5
Rutjes, F.P.J.T.6
-
174
-
-
1842430777
-
-
B. E. Maryanoff, H.-C. Zhang, J. H. Cohen, I. J. Turchi, C. A. Maryanoff, Chem. Rev. 2004, 104, 1431-1628.
-
(2004)
Chem. Rev.
, vol.104
, pp. 1431-1628
-
-
Maryanoff, B.E.1
Zhang, H.-C.2
Cohen, J.H.3
Turchi, I.J.4
Maryanoff, C.A.5
-
175
-
-
0010404484
-
-
K. Mikami, T. Maeda, T. Nakai, Tetrahedron Lett. 1986, 27, 4189-4190
-
(1986)
Tetrahedron Lett.
, vol.27
, pp. 4189-4190
-
-
Mikami, K.1
Maeda, T.2
Nakai, T.3
-
176
-
-
0000604092
-
-
S. Kuroda, T. Katsuki, M. Yamaguchi, Tetrahedron Lett. 1987, 28, 803-804.
-
(1987)
Tetrahedron Lett.
, vol.28
, pp. 803-804
-
-
Kuroda, S.1
Katsuki, T.2
Yamaguchi, M.3
-
177
-
-
33751553846
-
-
Y. D. Wu, K. N. Houk, J. A. Marshall, J. Org. Chem. 1990, 55, 1421-1423
-
(1990)
J. Org. Chem.
, vol.55
, pp. 1421-1423
-
-
Wu, Y.D.1
Houk, K.N.2
Marshall, J.A.3
-
178
-
-
0028352450
-
-
K. Mikami, T. Uchida, T. Hirano, Y.-d. Wu, K. N. Houk, Tetrahedron 1994, 50, 5917-5926.
-
(1994)
Tetrahedron
, vol.50
, pp. 5917-5926
-
-
Mikami, K.1
Uchida, T.2
Hirano, T.3
Wu, Y.-D.4
Houk, K.N.5
-
179
-
-
79953674019
-
-
For examples of [2,3]-Wittig rearrangements involving enol ethers, see
-
For examples of [2,3]-Wittig rearrangements involving enol ethers, see
-
-
-
-
181
-
-
38349141034
-
-
A. Goto, K. Fujiwara, A. Kawai, H. Kawai, T. Suzuki, Org. Lett. 2007, 9, 5373-5376.
-
(2007)
Org. Lett.
, vol.9
, pp. 5373-5376
-
-
Goto, A.1
Fujiwara, K.2
Kawai, A.3
Kawai, H.4
Suzuki, T.5
-
182
-
-
79953689736
-
-
note
-
The stereochemical outcome of the [2,3]-Wittig rearrangement of amides 27b-e was assumed to be similar to 27a. The syn relative orientation of the hydroxyl and amino groups in 28f was ascertained by a chemical correlation as described for 28a.
-
-
-
-
183
-
-
0030810476
-
-
A. G. Myers, B. H. Yang, H. Chen, L. McKinstry, D. J. Kopecky, J. L. Gleason, J. Am. Chem. Soc. 1997, 119, 6496-6511.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 6496-6511
-
-
Myers, A.G.1
Yang, B.H.2
Chen, H.3
McKinstry, L.4
Kopecky, D.J.5
Gleason, J.L.6
-
184
-
-
33947338238
-
-
S. Ji, L. B. Gortler, A. Waring, A. J. Battisti, S. Bank, W. D. Closson, P. A. Wriede, J. Am. Chem. Soc. 1967, 89, 5311-5312.
-
(1967)
J. Am. Chem. Soc.
, vol.89
, pp. 5311-5312
-
-
Ji, S.1
Gortler, L.B.2
Waring, A.3
Battisti, A.J.4
Bank, S.5
Closson, W.D.6
Wriede, P.A.7
-
185
-
-
0033775342
-
-
M. Ferrerõ, M. Galobardes, R. Martín, T. Montes, P. Romea, R. Rovira, F. Urpí, J. Vilarrasa, Synthesis 2000, 1608-1614.
-
(2000)
Synthesis
, pp. 1608-1614
-
-
Ferrerõ, M.1
Galobardes, M.2
Martín, R.3
Montes, T.4
Romea, P.5
Rovira, R.6
Urpí, F.7
Vilarrasa, J.8
-
186
-
-
0033598258
-
-
M. Scholl, S. Ding, C. W. Lee, R. H. Grubbs, Org. Lett. 1999, 1, 953-956.
-
(1999)
Org. Lett.
, vol.1
, pp. 953-956
-
-
Scholl, M.1
Ding, S.2
Lee, C.W.3
Grubbs, R.H.4
-
187
-
-
57749088601
-
-
An elegant organocatalyzed version of the [2,3]-Wittig rearrangement has been reported, see
-
An elegant organocatalyzed version of the [2,3]-Wittig rearrangement has been reported, see:, A. McNally, B. Evans, M. J. Gaunt, Angew. Chem. 2006, 118, 2170-2173
-
(2006)
Angew. Chem.
, vol.118
, pp. 2170-2173
-
-
McNally, A.1
Evans, B.2
Gaunt, M.J.3
-
188
-
-
33746311229
-
-
However, the organocatalyzed [2,3]-Wittig rearrangement of the α-allyloxy methyl ketone 93 derived from alcohol 3a did not proceed at RT. The rearrangement occurred slowly in refluxing methanol to deliver the rearranged product 94 in very low yield (20%) and as a 80:20 mixture of diastereomers. The presence of the bulky N-benzyl-N-tosylamino at C3 seems to significantly reduce the rate of the organocatalyzed Wittig rearrangement
-
Angew. Chem. Int. Ed. 2006, 45, 2116-2119. However, the organocatalyzed [2,3]-Wittig rearrangement of the α-allyloxy methyl ketone 93 derived from alcohol 3a did not proceed at RT. The rearrangement occurred slowly in refluxing methanol to deliver the rearranged product 94 in very low yield (20%) and as a 80:20 mixture of diastereomers. The presence of the bulky N-benzyl-N-tosylamino at C3 seems to significantly reduce the rate of the organocatalyzed Wittig rearrangement.
-
(2006)
Angew. Chem. Int. Ed.
, vol.45
, pp. 2116-2119
-
-
-
189
-
-
0030909045
-
-
M. H. Kress, C. Yang, N. Yasuda, E. J. J. Grabowski, Tetrahedron Lett. 1997, 38, 2633-2636.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 2633-2636
-
-
Kress, M.H.1
Yang, C.2
Yasuda, N.3
Grabowski, E.J.J.4
-
190
-
-
0033601193
-
-
Z. J. Song, M. Zhao, R. Desmond, P. Devine, D. M. Tschaen, R. Tillyer, L. Frey, R. Heid, F. Xu, B. Foster, J. Li, R. Reamer, R. Volante, E. J. J. Grabowski, U. H. Dolling, P. J. Reider, J. Org. Chem. 1999, 64, 9658-9667
-
(1999)
J. Org. Chem.
, vol.64
, pp. 9658-9667
-
-
Song, Z.J.1
Zhao, M.2
Desmond, R.3
Devine, P.4
Tschaen, D.M.5
Tillyer, R.6
Frey, L.7
Heid, R.8
Xu, F.9
Foster, B.10
Li, J.11
Reamer, R.12
Volante, R.13
Grabowski, E.J.J.14
Dolling, U.H.15
Reider, P.J.16
-
191
-
-
4444328634
-
-
S. Kobayashi, Y. Takahashi, K. Komano, B. H. Alizadeh, Y. Kawada, T. Oishi, S.-i. Tanaka, Y. Ogasawara, S.-y. Sasaki, M. Hirama, Tetrahedron 2004, 60, 8375-8396.
-
(2004)
Tetrahedron
, vol.60
, pp. 8375-8396
-
-
Kobayashi, S.1
Takahashi, Y.2
Komano, K.3
Alizadeh, B.H.4
Kawada, Y.5
Oishi, T.6
Tanaka, S.-I.7
Ogasawara, Y.8
Sasaki, S.-Y.9
Hirama, M.10
-
192
-
-
79953704330
-
-
note
-
Although the configuration of the minor diastereomer 47a was not unambiguously ascertained, fractions containing a mixture of 45a and 47a were apparently converted to same methyl ester by acidic methanolysis. This result seems to confirm that the relationship between the amino and hydroxyl groups in 47a is syn.
-
-
-
-
193
-
-
79953681157
-
-
note
-
Amide ent- 45a (the enantiomer of 45a prepared by [2,3]-Wittig rearrangement of ent- 44a derived from (1R,2S)-1-aminoindan-2-ol) was transformed to the 2-amino-1,3-diol ent- 95 by ozonolysis of the alkene and subsequent reduction. Acidic methanolysis of ent- 95 occurred with concomittant lactonization to provide the α-hydroxy-β-(N-tosylamino)-γ- lactone 96. On the other hand, when methyl ester 59 was subjected to oxidative cleavage of the alkene followed by reduction, the enantiomer of lactone 96 was obtained. From compound 62, the same 2-amino-1,3-diol ent- 95 was isolated. These experiments enabled the assignment of the absolute configuration of compounds 59 (and 57) and 62.
-
-
-
-
195
-
-
0000007105
-
-
K. Mikami, K.-I. Azuma, T. Nakai, Tetrahedron 1984, 40, 2303-2308.
-
(1984)
Tetrahedron
, vol.40
, pp. 2303-2308
-
-
Mikami, K.1
Azuma, K.-I.2
Nakai, T.3
-
196
-
-
27144512710
-
-
M. Malkoch, R. J. Thibault, E. Drockenmuller, M. Messerschmidt, B. Voit, T. P. Russell, C. J. Hawker, J. Am. Chem. Soc. 2005, 127, 14942-14949.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 14942-14949
-
-
Malkoch, M.1
Thibault, R.J.2
Drockenmuller, E.3
Messerschmidt, M.4
Voit, B.5
Russell, T.P.6
Hawker, C.J.7
-
197
-
-
79953682344
-
-
Alkynes can interfere with dienes RCM
-
Alkynes can interfere with dienes RCM
-
-
-
-
199
-
-
25444456411
-
-
E. Vedrenne, F. Royer, J. Oble, L. El Kaïm, L. Grimaud, Synlett 2005, 2379-2381
-
(2005)
Synlett
, pp. 2379-2381
-
-
Vedrenne, E.1
Royer, F.2
Oble, J.3
El Kaïm, L.4
Grimaud, L.5
-
200
-
-
62249159976
-
-
this problem has occasionally been circumvented by the formation of the alkyne dicobalt hexacarbonyl complex, see
-
C. Bressy, F. Bargiggia, M. Guyonnet, S. Arseniyadis, J. Cossy, Synlett 2009, 565-568; this problem has occasionally been circumvented by the formation of the alkyne dicobalt hexacarbonyl complex, see
-
(2009)
Synlett
, pp. 565-568
-
-
Bressy, C.1
Bargiggia, F.2
Guyonnet, M.3
Arseniyadis, S.4
Cossy, J.5
-
201
-
-
0037414498
-
-
D. G. J. Young, J. A. Burlison, U. Peters, J. Org. Chem. 2003, 68, 3494-3497
-
(2003)
J. Org. Chem.
, vol.68
, pp. 3494-3497
-
-
Young, D.G.J.1
Burlison, J.A.2
Peters, U.3
-
203
-
-
3042685847
-
-
Z.-Q. Yang, X. Geng, D. Solit, C. A. Pratilas, N. Rosen, S. J. Danishefsky, J. Am. Chem. Soc. 2004, 126, 7881-7889.
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 7881-7889
-
-
Yang, Z.-Q.1
Geng, X.2
Solit, D.3
Pratilas, C.A.4
Rosen, N.5
Danishefsky, S.J.6
-
205
-
-
77955655685
-
-
V. Druais, M. J. Hall, C. Corsi, S. V. Wendeborn, C. Meyer, J. Cossy, Tetrahedron 2010, 66, 6358-6375.
-
(2010)
Tetrahedron
, vol.66
, pp. 6358-6375
-
-
Druais, V.1
Hall, M.J.2
Corsi, C.3
Wendeborn, S.V.4
Meyer, C.5
Cossy, J.6
-
206
-
-
79953718177
-
-
note
-
4, MeOH) gave the anti-2-amino-1,3-diol 80. This compound had also been synthesized from 76a (see Scheme 27).
-
-
-
-
207
-
-
33845376028
-
-
B. M. Trost, J. L. Belletire, S. Godleski, P. G. McDougal, J. M. Balkovec, J. J. Baldwin, M. E. Christy, G. S. Ponticello, S. L. Varga, J. P. Springer, J. Org. Chem. 1986, 51, 2370-2374.
-
(1986)
J. Org. Chem.
, vol.51
, pp. 2370-2374
-
-
Trost, B.M.1
Belletire, J.L.2
Godleski, S.3
McDougal, P.G.4
Balkovec, J.M.5
Baldwin, J.J.6
Christy, M.E.7
Ponticello, G.S.8
Varga, S.L.9
Springer, J.P.10
-
208
-
-
0013591498
-
-
R. E. Ireland, P. Bey, K.-F. Cheng, R. J. Czarny, J. F. Moser, R. I. Trust, J. Org. Chem. 1975, 40, 1000-1007.
-
(1975)
J. Org. Chem.
, vol.40
, pp. 1000-1007
-
-
Ireland, R.E.1
Bey, P.2
Cheng, K.-F.3
Czarny, R.J.4
Moser, J.F.5
Trust, R.I.6
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