-
1
-
-
52149098218
-
-
For reviews on enamides, see: (a)
-
For reviews on enamides, see: (a) Carbery, D. R. Org. Biomol. Chem. 2008, 6, 3455-3460.
-
(2008)
Org. Biomol. Chem.
, vol.6
, pp. 3455-3460
-
-
Carbery, D.R.1
-
4
-
-
33845254233
-
-
Weinreb, S. M., Ed.; Georg Thieme Verlag KG: New York Chapter 21.4
-
(d) Tracey, M. R.; Hsung, R. P.; Antoline, J.; Kurtz, K. C. M.; Shen, L.; Slafer, B.W.; Zhang, Y. In Science of Synthesis, Houben-Weyl Methods of Molecular Transformations; Weinreb, S. M., Ed.; Georg Thieme Verlag KG: New York 1999; Chapter 21.4.
-
(1999)
Science of Synthesis, Houben-Weyl Methods of Molecular Transformations
-
-
Tracey, M.R.1
Hsung, R.P.2
Antoline, J.3
Kurtz, K.C.M.4
Shen, L.5
Slafer, B.W.6
Zhang, Y.7
-
6
-
-
0038260520
-
-
(b) Blaser, H.-U.; Malan, C.; Pugin, B.; Spindler, F.; Steiner, H.; Studer, M. Adv. Synth. Catal. 2003, 345, 103-151.
-
(2003)
Adv. Synth. Catal.
, vol.345
, pp. 103-151
-
-
Blaser, H.-U.1
Malan, C.2
Pugin, B.3
Spindler, F.4
Steiner, H.5
Studer, M.6
-
7
-
-
64349115569
-
-
De Vries, J. G., Elsevier, C. J., Eds.; Wiley-VCH Verlag GmbH & Co. KGaA: Weinheim, Germany
-
(c) Brown, J. M. Mechanism of enantioselective hydrogenation. Handbook of Homogeneous Hydrogenation; De Vries, J. G., Elsevier, C. J., Eds.; Wiley-VCH Verlag GmbH & Co. KGaA: Weinheim, Germany, 2007.
-
(2007)
Mechanism of Enantioselective Hydrogenation. Handbook of Homogeneous Hydrogenation
-
-
Brown, J.M.1
-
9
-
-
38049077372
-
-
(e) Zhang, W.; Chi, Y.; Zhang, X. Acc. Chem. Res. 2007, 40, 1278-1290.
-
(2007)
Acc. Chem. Res.
, vol.40
, pp. 1278-1290
-
-
Zhang, W.1
Chi, Y.2
Zhang, X.3
-
10
-
-
61949243381
-
-
For recent, selected reactions of enamides, see: (a)
-
For recent, selected reactions of enamides, see: (a) Satyanarayana, G.; Maichle-Mössmer, C.; Maier, M. E. Chem. Commun. 2009, 1571-1573.
-
(2009)
Chem. Commun.
, pp. 1571-1573
-
-
Satyanarayana, G.1
Maichle-Mössmer, C.2
Maier, M.E.3
-
14
-
-
49149103336
-
-
(e) Aciro, C.; Davies, S. G.; Garner, A. C.; Ishii, Y.; Key, M.-S.; Ling, K. B.; Prasad, R. S.; Roberts, P. M.; Rodriguez-Solla, H.; O'Leary-Steele, C.; Russell, A. J.; Sanganee, H. J.; Savory, E. D.; Smith, A. D.; Thomson, J. E. Tetrahedron 2008, 64, 9320-9344.
-
(2008)
Tetrahedron
, vol.64
, pp. 9320-9344
-
-
Aciro, C.1
Davies, S.G.2
Garner, A.C.3
Ishii, Y.4
Key, M.-S.5
Ling, K.B.6
Prasad, R.S.7
Roberts, P.M.8
Rodriguez-Solla, H.9
O'Leary-Steele, C.10
Russell, A.J.11
Sanganee, H.J.12
Savory, E.D.13
Smith, A.D.14
Thomson, J.E.15
-
15
-
-
39749130895
-
-
(f) Lu, T.; Song, Z.; Hsung, R. P. Org. Lett. 2008, 10, 541-544.
-
(2008)
Org. Lett.
, vol.10
, pp. 541-544
-
-
Lu, T.1
Song, Z.2
Hsung, R.P.3
-
16
-
-
35348944869
-
-
(g) Berthiol, F.; Matsubara, R.; Kawai, N.; Kobayashi, S. Angew. Chem., Int. Ed. 2007, 46, 7803-7805.
-
(2007)
Angew. Chem., Int. Ed.
, vol.46
, pp. 7803-7805
-
-
Berthiol, F.1
Matsubara, R.2
Kawai, N.3
Kobayashi, S.4
-
17
-
-
34250737298
-
-
(h) Song, Z.; Lu, T.; Hsung, R. P.; Al-Rashid, Z. F.; Ko, C.; Tang, Y. Angew. Chem., Int. Ed. 2007, 46, 4069-4072.
-
(2007)
Angew. Chem., Int. Ed.
, vol.46
, pp. 4069-4072
-
-
Song, Z.1
Lu, T.2
Hsung, R.P.3
Al-Rashid, Z.F.4
Ko, C.5
Tang, Y.6
-
18
-
-
33846608234
-
-
(i) Gohier, F.; Bouhadjera, K.; Faye, D.; Gaulon, C.; Maisonneuve, V.; Dujardin, G.; Dhal, R. Org. Lett. 2007, 9, 211-214.
-
(2007)
Org. Lett.
, vol.9
, pp. 211-214
-
-
Gohier, F.1
Bouhadjera, K.2
Faye, D.3
Gaulon, C.4
Maisonneuve, V.5
Dujardin, G.6
Dhal, R.7
-
19
-
-
35948948629
-
-
(j) Ko, C.; Hsung, R. P.; Al-Rashid, Z. F.; Feltenberger, J. B.; Lu, T.; Yang, J.-H.; Wei, Y.; Zificsak, C. A. Org. Lett. 2007, 9, 4459-4462.
-
(2007)
Org. Lett.
, vol.9
, pp. 4459-4462
-
-
Ko, C.1
Hsung, R.P.2
Al-Rashid, Z.F.3
Feltenberger, J.B.4
Lu, T.5
Yang, J.-H.6
Wei, Y.7
Zificsak, C.A.8
-
20
-
-
34548156238
-
-
(k) Barbazanges, M.; Meyer, C.; Cossy, J. Org. Lett. 2007, 9, 3245-3248.
-
(2007)
Org. Lett.
, vol.9
, pp. 3245-3248
-
-
Barbazanges, M.1
Meyer, C.2
Cossy, J.3
-
21
-
-
0034712160
-
-
Kohno, J.; Koguchi, Y.; Nishio, M.; Nakao, K.; Kuroda, M.; Shimizu, R.; Ohnuki, T.; Komatsubara, S. J. Org. Chem. 2000, 65, 990-995.
-
(2000)
J. Org. Chem.
, vol.65
, pp. 990-995
-
-
Kohno, J.1
Koguchi, Y.2
Nishio, M.3
Nakao, K.4
Kuroda, M.5
Shimizu, R.6
Ohnuki, T.7
Komatsubara, S.8
-
22
-
-
0027932849
-
-
(a) Kunze, B.; Jansen, R.; Höfle, G.; Reichenbach, H. J. Antibiot. 1994, 47, 881-886.
-
(1994)
J. Antibiot.
, vol.47
, pp. 881-886
-
-
Kunze, B.1
Jansen, R.2
Höfle, G.3
Reichenbach, H.4
-
23
-
-
0032792601
-
-
(b) Jansen, R.; Washausen, P.; Kunze, B.; Reichenbach, H.; Höfle, G. Eur. J. Org. Chem. 1999, 1085-1089.
-
(1999)
Eur. J. Org. Chem.
, pp. 1085-1089
-
-
Jansen, R.1
Washausen, P.2
Kunze, B.3
Reichenbach, H.4
Höfle, G.5
-
24
-
-
0345134728
-
-
Yet, L. Chem. Rev. 2003, 103, 4283-4306.
-
(2003)
Chem. Rev.
, vol.103
, pp. 4283-4306
-
-
Yet, L.1
-
25
-
-
0001068021
-
-
For an early reference, see
-
For an early reference, see: Zezza, C. A.; Smith, M. B. Synth. Commun. 1987, 17, 729-740.
-
(1987)
Synth. Commun.
, vol.17
, pp. 729-740
-
-
Zezza, C.A.1
Smith, M.B.2
-
26
-
-
0037453547
-
-
For examples of enamide synthesis relying upon palladium-catalyzed C-N bond formation, see: (a)
-
For examples of enamide synthesis relying upon palladium-catalyzed C-N bond formation, see: (a) Kozawa, Y.; Mori, M. J. Org. Chem. 2003, 68, 3064-3067.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 3064-3067
-
-
Kozawa, Y.1
Mori, M.2
-
27
-
-
84961983732
-
-
(b) Brice, J. L.; Meerdink, J. E.; Stahl, S. S. 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
-
28
-
-
0347411032
-
-
(c) Wallace, D. J.; Klauber, D. J.; Chen, C.-y.; Volante, R. P. 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
-
29
-
-
18244388691
-
-
(d) Klapars, A.; Campos, K. R.; Chen, C.-y.; Volante, R. P. 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
-
30
-
-
33749531743
-
-
(e) Lee, J. M.; Ahn, D.-S.; Jung, D. Y.; Lee, J.; Do, Y.; Kim, S. K.; Chang, S. 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
-
31
-
-
33846616355
-
-
(f) Barluenga, J.; Moriel, P.; Aznar, F.; Valdés, C. Org. Lett. 2007, 9, 275-327
-
(2007)
Org. Lett.
, vol.9
, pp. 275-327
-
-
Barluenga, J.1
Moriel, P.2
Aznar, F.3
Valdés, C.4
-
32
-
-
0002251888
-
-
For examples of enamide synthesis relying upon copper-catalyzed C-N bond formation, see: (a)
-
For examples of enamide synthesis relying upon copper-catalyzed C-N bond formation, see: (a) Ogawa, T.; Kiji, T.; Hayami, K.; Suzuki, H. Chem. Lett. 1991, 1443-1446.
-
(1991)
Chem. Lett.
, pp. 1443-1446
-
-
Ogawa, T.1
Kiji, T.2
Hayami, K.3
Suzuki, H.4
-
34
-
-
0142106421
-
-
(c) Jiang, L.; Job, G. E.; Klapars, A.; Buchwald, S. L. 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
-
35
-
-
0742321841
-
-
(d) Han, C.; Shen, R.; Su, S.; Porco, J. A., 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
-
37
-
-
2942594724
-
-
(f) Pan, X.; Cai, Q.; Ma, D. Org. Lett. 2004, 6, 1809-1812.
-
(2004)
Org. Lett.
, vol.6
, pp. 1809-1812
-
-
Pan, X.1
Cai, Q.2
Ma, D.3
-
38
-
-
22244434207
-
-
(g) Shen, L.; Hsung, R. P.; Zhang, Y.; Antoline, J. E.; Zhang, X. Org. Lett. 2005, 7, 3081-3084.
-
(2005)
Org. Lett.
, vol.7
, pp. 3081-3084
-
-
Shen, L.1
Hsung, R.P.2
Zhang, Y.3
Antoline, J.E.4
Zhang, X.5
-
40
-
-
33646459483
-
-
(i) Sun, C.; Camp, J. E.; Weinreb, S. M. 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
-
41
-
-
34147122576
-
-
(j) Yang, L.; Deng, G.; Wang, D.-X.; Huang, Z.-T.; Zhu, J.-P.; Wang, M.-X. Org. Lett. 2007, 9, 1387-1390.
-
(2007)
Org. Lett.
, vol.9
, pp. 1387-1390
-
-
Yang, L.1
Deng, G.2
Wang, D.-X.3
Huang, Z.-T.4
Zhu, J.-P.5
Wang, M.-X.6
-
42
-
-
0038549003
-
-
(k) Lam, P. Y. S.; Vincent, G.; Bonne, D.; Clark, C. G. 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
-
43
-
-
41949133170
-
-
(l) Bolshan, Y.; Batey, R. A. Angew. Chem., Int. Ed. 2008, 47, 2109-2112.
-
(2008)
Angew. Chem., Int. Ed.
, vol.47
, pp. 2109-2112
-
-
Bolshan, Y.1
Batey, R.A.2
-
44
-
-
14944348646
-
-
For relevant reviews, see: (a)
-
For relevant reviews, see: (a) Dehli, J. R.; Legros, J.; Bolm, C. Chem. Commun. 2005, 973-986.
-
(2005)
Chem. Commun.
, pp. 973-986
-
-
Dehli, J.R.1
Legros, J.2
Bolm, C.3
-
45
-
-
51049095122
-
-
(b) Evano, G.; Blanchard, N.; Toumi, M. Chem. Rev. 2008, 108, 3054-3131.
-
(2008)
Chem. Rev.
, vol.108
, pp. 3054-3131
-
-
Evano, G.1
Blanchard, N.2
Toumi, M.3
-
46
-
-
37049073088
-
-
(a) Kondo, T.; Tanaka, A.; Kotachi, S.; Watanabe, Y. 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
-
47
-
-
21244499017
-
-
(b) Goossen, L. J.; Rauhaus, J. E.; Deng, G. Angew. Chem., Int. Ed. 2005, 44, 4042-4045.
-
(2005)
Angew. Chem., Int. Ed.
, vol.44
, pp. 4042-4045
-
-
Goossen, L.J.1
Rauhaus, J.E.2
Deng, G.3
-
48
-
-
33845545769
-
-
(c) Goossen, L. J.; Blanchot, M.; Brinkmann, C.; Goossen, K.; Karch, R.; Rivas-Nass, A. J. Org. Chem. 2006, 71, 9506-9509.
-
(2006)
J. Org. Chem.
, vol.71
, pp. 9506-9509
-
-
Goossen, L.J.1
Blanchot, M.2
Brinkmann, C.3
Goossen, K.4
Karch, R.5
Rivas-Nass, A.6
-
49
-
-
38349170142
-
-
(d) Yudha, S.; Kuninobu, Y.; Takai, K. Org. Lett. 2007, 9, 5609-5611.
-
(2007)
Org. Lett.
, vol.9
, pp. 5609-5611
-
-
Yudha, S.1
Kuninobu, Y.2
Takai, K.3
-
50
-
-
54249095056
-
-
(e) Goossen, L. J.; Salih, K. S. M.; Blanchot, M. Angew. Chem., Int. Ed. 2008, 47, 8492-8495.
-
(2008)
Angew. Chem., Int. Ed.
, vol.47
, pp. 8492-8495
-
-
Goossen, L.J.1
Salih, K.S.M.2
Blanchot, M.3
-
51
-
-
56749154220
-
-
(f) Goossen, L. J.; Arndt, M.; Blanchot, M.; Rudolphi, F.; Menges, F.; Niedner-Schatteburg, G. Adv. Synth. Catal. 2008, 350, 2701-2707.
-
(2008)
Adv. Synth. Catal.
, vol.350
, pp. 2701-2707
-
-
Goossen, L.J.1
Arndt, M.2
Blanchot, M.3
Rudolphi, F.4
Menges, F.5
Niedner-Schatteburg, G.6
-
52
-
-
0035801916
-
-
For general reviews of ynamide chemistry, see: (a)
-
For general reviews of ynamide chemistry, see: (a) Zificsak, C. A.; Mulder, J. A.; Hsung, R. P.; Rameshkumar, C.; Wei, L.-L. Tetrahedron 2001, 57, 7575-7606.
-
(2001)
Tetrahedron
, vol.57
, pp. 7575-7606
-
-
Zificsak, C.A.1
Mulder, J.A.2
Hsung, R.P.3
Rameshkumar, C.4
Wei, L.-L.5
-
54
-
-
2942556641
-
-
(c) Katritzky, A. R.; Jiang, R.; Singh, S. K. Heterocycles 2004, 63, 1455-1475.
-
(2004)
Heterocycles
, vol.63
, pp. 1455-1475
-
-
Katritzky, A.R.1
Jiang, R.2
Singh, S.K.3
-
55
-
-
0001459832
-
-
For example, see: (a)
-
For example, see: (a) Feldman, K. S.; Bruendl, M. M.; Schildknegt, K.; Bohnstedt, A. C. J. Org. Chem. 1996, 61, 5440-5452.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 5440-5452
-
-
Feldman, K.S.1
Bruendl, M.M.2
Schildknegt, K.3
Bohnstedt, A.C.4
-
56
-
-
0032473436
-
-
(b) Witulski, B.; Stengel, T. Angew. Chem., Int. Ed. 1998, 37, 489-492.
-
(1998)
Angew. Chem., Int. Ed.
, vol.37
, pp. 489-492
-
-
Witulski, B.1
Stengel, T.2
-
58
-
-
33646053203
-
-
(d) Tanaka, K.; Takeishi, K.; Noguchi, K. J. Am. Chem. Soc. 2006, 128, 4586-4587.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 4586-4587
-
-
Tanaka, K.1
Takeishi, K.2
Noguchi, K.3
-
59
-
-
0037420370
-
-
(a) Frederick, M. O.; Mulder, J. A.; Tracey, M. R.; Hsung, R. P.; Huang, J.; Kurtz, K. C. M.; Shen, L.; Douglas, C. J. J. Am. Chem. Soc. 2003, 125, 2368-2369.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 2368-2369
-
-
Frederick, M.O.1
Mulder, J.A.2
Tracey, M.R.3
Hsung, R.P.4
Huang, J.5
Kurtz, K.C.M.6
Shen, L.7
Douglas, C.J.8
-
61
-
-
2342596963
-
-
(c) Zhang, Y.; Hsung, R. P.; Tracey, M. R.; Kurtz, K. C. M.; Vera, E. L. Org. Lett. 2004, 6, 1151-1154.
-
(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
-
62
-
-
24044461397
-
-
(d) Riddell, N.; Villeneuve, K.; Tam, W. Org. Lett. 2005, 7, 3681-3684.
-
(2005)
Org. Lett.
, vol.7
, pp. 3681-3684
-
-
Riddell, N.1
Villeneuve, K.2
Tam, W.3
-
63
-
-
33646937979
-
-
(e) Zhang, X.; Zhang, Y.; Huang, J.; Hsung, R. P.; Kurtz, K. C. M.; Oppenheimer, J.; Peterson, M. E.; Sagamanova, I. K.; Shen, L.; Tracey, M. R. J. Org. Chem. 2006, 71, 4170-4177.
-
(2006)
J. Org. Chem.
, vol.71
, pp. 4170-4177
-
-
Zhang, X.1
Zhang, Y.2
Huang, J.3
Hsung, R.P.4
Kurtz, K.C.M.5
Oppenheimer, J.6
Peterson, M.E.7
Sagamanova, I.K.8
Shen, L.9
Tracey, M.R.10
-
64
-
-
38349095933
-
-
(f) Hamada, T.; Ye, X.; Stahl, S. S. J. Am. Chem. Soc. 2008, 130, 833-835.
-
(2008)
J. Am. Chem. Soc.
, vol.130
, pp. 833-835
-
-
Hamada, T.1
Ye, X.2
Stahl, S.S.3
-
65
-
-
70349783655
-
-
(g) Coste, A.; Karthikeyan, G.; Couty, F.; Evano, G. Angew. Chem., Int. Ed. 2009, 48, 4381-4385.
-
(2009)
Angew. Chem., Int. Ed.
, vol.48
, pp. 4381-4385
-
-
Coste, A.1
Karthikeyan, G.2
Couty, F.3
Evano, G.4
-
66
-
-
67249147395
-
-
Yao, B.; Liang, Z.; Niu, T.; Zhang, Y. J. Org. Chem. 2009, 74, 4630-4633.
-
(2009)
J. Org. Chem.
, vol.74
, pp. 4630-4633
-
-
Yao, B.1
Liang, Z.2
Niu, T.3
Zhang, Y.4
-
67
-
-
0034693296
-
-
(a) Witulski, B.; Buschmann, N.; Bergsträsser, U. Tetrahedron 2000, 56, 8473-8480.
-
(2000)
Tetrahedron
, vol.56
, pp. 8473-8480
-
-
Witulski, B.1
Buschmann, N.2
Bergsträsser, U.3
-
72
-
-
0141630352
-
-
Mulder, J. A.; Kurtz, K. C. M.; Hsung, R. P.; Coverdale, H.; Frederick, M. O.; Shen, L.; Zificsak, C. A. Org. Lett. 2003, 5, 1547-1550.
-
(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
-
73
-
-
55949122495
-
-
(a) Saito, N.; Katayama, T.; Sato, Y. Org. Lett. 2008, 10, 3829-3832.
-
(2008)
Org. Lett.
, vol.10
, pp. 3829-3832
-
-
Saito, N.1
Katayama, T.2
Sato, Y.3
-
74
-
-
0037884003
-
-
(b) Tanaka, R.; Hirano, S.; Urabe, H.; Sato, F. 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
-
75
-
-
1642391545
-
-
(c) Hirano, S.; Tanaka, R.; Urabe, H.; Sato, F. Org. Lett. 2004, 6, 727-729.
-
(2004)
Org. Lett.
, vol.6
, pp. 727-729
-
-
Hirano, S.1
Tanaka, R.2
Urabe, H.3
Sato, F.4
-
76
-
-
33645297163
-
-
Couty, S.; Liegault, B.; Meyer, C.; Cossy, J. Tetrahedron 2006, 62, 3882-3895.
-
(2006)
Tetrahedron
, vol.62
, pp. 3882-3895
-
-
Couty, S.1
Liegault, B.2
Meyer, C.3
Cossy, J.4
-
77
-
-
18244388692
-
-
Zhang, Y.; Hsung, R. P.; Zhang, X.; Huang, J.; Slafer, B. W.; Davis, A. Org. Lett. 2005, 7, 1047-1050.
-
(2005)
Org. Lett.
, vol.7
, pp. 1047-1050
-
-
Zhang, Y.1
Hsung, R.P.2
Zhang, X.3
Huang, J.4
Slafer, B.W.5
Davis, A.6
-
78
-
-
0000645684
-
-
(a) Huang, J.; Xiong, H.; Hsung, R. P.; Rameshkumar, C.; Mulder, J. A.; Grebe, T. P. 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
-
79
-
-
0037035046
-
-
(b) Saito, N.; Sato, Y.; Mori, M. Org. Lett. 2002, 4, 803-805.
-
(2002)
Org. Lett.
, vol.4
, pp. 803-805
-
-
Saito, N.1
Sato, Y.2
Mori, M.3
-
80
-
-
33645327171
-
-
(c) Mori, M.; Wakamatsu, H.; Saito, N.; Sato, Y.; Narita, R.; Sato, Y.; Fujita, R. Tetrahedron 2006, 62, 3872-3881.
-
(2006)
Tetrahedron
, vol.62
, pp. 3872-3881
-
-
Mori, M.1
Wakamatsu, H.2
Saito, N.3
Sato, Y.4
Narita, R.5
Sato, Y.6
Fujita, R.7
-
81
-
-
2442478471
-
-
Marion, F.; Coulomb, J.; Courillon, C.; Fensterbank, L.; Malacria, M. Org. Lett. 2004, 6, 1509-1511.
-
(2004)
Org. Lett.
, vol.6
, pp. 1509-1511
-
-
Marion, F.1
Coulomb, J.2
Courillon, C.3
Fensterbank, L.4
Malacria, M.5
-
82
-
-
61449084647
-
-
For example, see the following and references cited therein: (a)
-
For example, see the following and references cited therein: (a) Guan, Z.-H.; Huang, K.; Yu, S.; Zhang, X. Org. Lett. 2009, 11, 481-483.
-
(2009)
Org. Lett.
, vol.11
, pp. 481-483
-
-
Guan, Z.-H.1
Huang, K.2
Yu, S.3
Zhang, X.4
-
83
-
-
33748951752
-
-
(b) Savarin, C. G.; Boice, G. N.; Murry, J. A.; Corley, E.; DiMichele, L.; Hughes, D. 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
-
84
-
-
0001246886
-
-
(c) van den Berg, M.; Haak, R. M.; Minnaard, A. J.; de Vries, A. H. M.; de Vries, J. G.; Feringa, B. L. Adv. Synth. Catal. 2002, 344, 1003-1007.
-
(2002)
Adv. Synth. Catal.
, vol.344
, pp. 1003-1007
-
-
Van Den Berg, M.1
Haak, R.M.2
Minnaard, A.J.3
De Vries, A.H.M.4
De Vries, J.G.5
Feringa, B.L.6
-
85
-
-
0000489118
-
-
(d) Burk, M. J.; Casy, G.; Johnson, N. B. 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
-
86
-
-
0010779036
-
-
(e) Sato, M. J. Org. Chem. 1961, 26, 770-779.
-
(1961)
J. Org. Chem.
, vol.26
, pp. 770-779
-
-
Sato, M.1
-
87
-
-
23944522066
-
-
For general reviews on carbometalation reactions, see: (a) de Meijere, A., Diederich, F., Eds.; Wiley-VCH: Weinheim, Germany
-
For general reviews on carbometalation reactions, see: (a) Marek, I.; Chinkov, N.; Banon-Tenne, D. In Metal-Catalyzed Cross-Coupling Reactions; de Meijere, A., Diederich, F., Eds.; Wiley-VCH: Weinheim, Germany, 2004; pp 395-478.
-
(2004)
Metal-Catalyzed Cross-Coupling Reactions
, pp. 395-478
-
-
Marek, I.1
Chinkov, N.2
Banon-Tenne, D.3
-
88
-
-
0003445734
-
-
Beller, M., Bolm, C., Eds.; Wiley-VCH, Weinheim, Germany
-
(b) Marek, I.; Normant, J. F. In Transition Metals for Organic Synthesis; Beller, M., Bolm, C., Eds.; Wiley-VCH, Weinheim, Germany, 1998; pp 514-522.
-
(1998)
Transition Metals for Organic Synthesis
, pp. 514-522
-
-
Marek, I.1
Normant, J.F.2
-
90
-
-
34247229204
-
-
(a) Yasui, H.; Yorimitsu, H.; Oshima, K. Chem. Lett. 2007, 36, 32-33.
-
(2007)
Chem. Lett.
, vol.36
, pp. 32-33
-
-
Yasui, H.1
Yorimitsu, H.2
Oshima, K.3
-
91
-
-
58149307459
-
-
(b) Yasui, H.; Yorimitsu, H.; Oshima, K. Bull. Chem. Soc. Jpn. 2008, 81, 373-379.
-
(2008)
Bull. Chem. Soc. Jpn.
, vol.81
, pp. 373-379
-
-
Yasui, H.1
Yorimitsu, H.2
Oshima, K.3
-
92
-
-
67949106332
-
-
Prakash Das, J.; Chechik, H.; Marek, I. Nature Chem. 2009, 1, 128-132.
-
(2009)
Nature Chem.
, vol.1
, pp. 128-132
-
-
Prakash Das, J.1
Chechik, H.2
Marek, I.3
-
93
-
-
0034672069
-
-
For a review of polyfunctionalized organometallics, including Grignard reagents, see
-
For a review of polyfunctionalized organometallics, including Grignard reagents, see: Boudier, A.; Bromm, L. O.; Lotz, M.; Knochel, P. Angew. Chem., Int. Ed. 2000, 39, 4414-4435.
-
(2000)
Angew. Chem., Int. Ed.
, vol.39
, pp. 4414-4435
-
-
Boudier, A.1
Bromm, L.O.2
Lotz, M.3
Knochel, P.4
-
95
-
-
53249138296
-
-
Wang, Y.; Fordyce, E. A. F.; Chen, F. Y.; Lam, H. W. Angew. Chem., Int. Ed. 2008, 47, 7350-7353.
-
(2008)
Angew. Chem., Int. Ed.
, vol.47
, pp. 7350-7353
-
-
Wang, Y.1
Fordyce, E.A.F.2
Chen, F.Y.3
Lam, H.W.4
-
96
-
-
0030739251
-
-
For nickel-catalyzed carbozincation of arylalkynes, see: (a)
-
For nickel-catalyzed carbozincation of arylalkynes, see: (a) Stüdemann, T.; Knochel, P. Angew. Chem., Int. Ed. Engl. 1997, 36, 93-95.
-
(1997)
Angew. Chem., Int. Ed. Engl.
, vol.36
, pp. 93-95
-
-
Stüdemann, T.1
Knochel, P.2
-
97
-
-
0032510182
-
-
(b) Stüdemann, T.; Ibrahim-Ouali, M.; Knochel, P. Tetrahedron 1998, 54, 1299-1316.
-
(1998)
Tetrahedron
, vol.54
, pp. 1299-1316
-
-
Stüdemann, T.1
Ibrahim-Ouali, M.2
Knochel, P.3
-
98
-
-
0000781078
-
-
(a) Rozema, M. J.; Sidduri, A.; Knochel, P. J. Org. Chem. 1992, 57, 1956-1958.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 1956-1958
-
-
Rozema, M.J.1
Sidduri, A.2
Knochel, P.3
-
99
-
-
0000826808
-
-
(b) Vettel, S.; Vaupel, A.; Knochel, P. J. Org. Chem. 1996, 61, 7473-7481.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 7473-7481
-
-
Vettel, S.1
Vaupel, A.2
Knochel, P.3
-
100
-
-
0000929712
-
-
(c) Langer, F.; Schwink, L.; Devasagayaraj, A.; Chavant, P.-Y.; Knochel, P. J. Org. Chem. 1996, 61, 8229-8243.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 8229-8243
-
-
Langer, F.1
Schwink, L.2
Devasagayaraj, A.3
Chavant, P.-Y.4
Knochel, P.5
-
101
-
-
0032572088
-
-
(d) Charette, A. B.; Beauchemin, A.; Marcoux, J.-F. J. Am. Chem. Soc. 1998, 120, 5114-5115.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 5114-5115
-
-
Charette, A.B.1
Beauchemin, A.2
Marcoux, J.-F.3
-
103
-
-
0141517629
-
-
For examples of copper-catalyzed addition of organozinc halides to alkynes, see: (a)
-
For examples of copper-catalyzed addition of organozinc halides to alkynes, see: (a) Maezaki, N.; Sawamoto, H.; Yoshigami, R.; Suzuki, T.; Tanaka, T. Org. Lett. 2003, 5, 1345-1347.
-
(2003)
Org. Lett.
, vol.5
, pp. 1345-1347
-
-
Maezaki, N.1
Sawamoto, H.2
Yoshigami, R.3
Suzuki, T.4
Tanaka, T.5
-
104
-
-
9344226809
-
-
(b) Maezaki, N.; Sawamoto, H.; Suzuki, T.; Yoshigami, R.; Tanaka, T. J. Org. Chem. 2004, 69, 8387-8393.
-
(2004)
J. Org. Chem.
, vol.69
, pp. 8387-8393
-
-
Maezaki, N.1
Sawamoto, H.2
Suzuki, T.3
Yoshigami, R.4
Tanaka, T.5
-
105
-
-
34147189535
-
-
(c) Sklute, G.; Bolm, C.; Marek, I. Org. Lett. 2007, 9, 1259-1261.
-
(2007)
Org. Lett.
, vol.9
, pp. 1259-1261
-
-
Sklute, G.1
Bolm, C.2
Marek, I.3
-
106
-
-
0000458209
-
-
For a review of substrate-directable chemical reactions, see
-
For a review of substrate-directable chemical reactions, see: Hoveyda, A. H.; Evans, D. A.; Fu, G. C. Chem. Rev. 1993, 93, 1307-1370.
-
(1993)
Chem. Rev.
, vol.93
, pp. 1307-1370
-
-
Hoveyda, A.H.1
Evans, D.A.2
Fu, G.C.3
-
107
-
-
70349865977
-
-
note
-
Other types of Z-enamides may be accessed efficiently through catalytic hydroamidation of terminal alkynes. See refs 11c and 11e.
-
-
-
-
108
-
-
37049133322
-
-
Osborn, J. A.; Jardine, F. H.; Young, J. F.; Wilkinson, G. J. Chem. Soc. A 1966, 1711-1732.
-
(1966)
Chem. Soc. A
, pp. 1711-1732
-
-
Osborn, J.A.1
Jardine, F.H.2
Young, J.F.3
Wilkinson, G.J.4
-
109
-
-
19544365278
-
-
For rhodium-catalyzed conjugate addition of organozinc reagents to alkynes, see: (a)
-
For rhodium-catalyzed conjugate addition of organozinc reagents to alkynes, see: (a) Shintani, R.; Hayashi, T. Org. Lett. 2005, 7, 2071-2073.
-
(2005)
Org. Lett.
, vol.7
, pp. 2071-2073
-
-
Shintani, R.1
Hayashi, T.2
-
110
-
-
33750305101
-
-
(b) Shintani, R.; Yamagami, T.; Hayashi, T. Org. Lett. 2006, 8, 4799-4801.
-
(2006)
Org. Lett.
, vol.8
, pp. 4799-4801
-
-
Shintani, R.1
Yamagami, T.2
Hayashi, T.3
-
111
-
-
33847088408
-
-
(a) Negishi, E.; King, A. O.; Okukado, N. J. Org. Chem. 1977, 42, 1821-1823.
-
(1977)
J. Org. Chem.
, vol.42
, pp. 1821-1823
-
-
Negishi, E.1
King, A.O.2
Okukado, N.3
-
112
-
-
4243489506
-
-
For reviews, see: (b)
-
For reviews, see: (b) Knochel, P.; Singer, R. D. Chem. Rev. 1993, 93, 2117-2188.
-
(1993)
Chem. Rev.
, vol.93
, pp. 2117-2188
-
-
Knochel, P.1
Singer, R.D.2
-
113
-
-
0037922749
-
-
Negishi, E., Ed. John Wiley & Sons: New York
-
(c) Negishi, E. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E., Ed. John Wiley & Sons: New York, 2002; Vol.1, pp 229-247.
-
(2002)
Handbook of Organopalladium Chemistry for Organic Synthesis
, vol.1
, pp. 229-247
-
-
Negishi, E.1
-
114
-
-
70349859578
-
-
note
-
This hypothesis was supported by the following experiments: (i) The same reaction conducted in the presence of 5 mol % of TfOH provided tetrahydronaphthalene 68 in 88%yield. (ii) When enamide 2 was treated with 0.5 equiv of TMSOTf in the presence of 1 equiv of 2,6-lutidine, no reaction was observed.
-
-
-
-
115
-
-
84987305286
-
-
For examples ofDiels-Alder reactions of dienamides, see: (a)
-
For examples ofDiels-Alder reactions of dienamides, see: (a)Oppolzer, W.; Fröstl, W. Helv. Chim. Acta 1975, 58, 590-593.
-
(1975)
Helv. Chim. Acta
, vol.58
, pp. 590-593
-
-
Oppolzer, W.1
Fröstl, W.2
-
116
-
-
0002764642
-
-
(b) Oppolzer, W.; Bieber, L.; Francotte, E. Tetrahedron Lett. 1979, 20, 4537-4540.
-
(1979)
Tetrahedron Lett.
, vol.20
, pp. 4537-4540
-
-
Oppolzer, W.1
Bieber, L.2
Francotte, E.3
-
117
-
-
0001587195
-
-
(c) Overman, L. E.; Freerks, R. L.; Petty, C. B.; Clizbe, L. A.; Ono, R. K.; Taylor, G. F.; Jessup, P. J. J. Am. Chem. Soc. 1981, 103, 2816-2822.
-
(1981)
J. Am. Chem. Soc.
, vol.103
, pp. 2816-2822
-
-
Overman, L.E.1
Freerks, R.L.2
Petty, C.B.3
Clizbe, L.A.4
Ono, R.K.5
Taylor, G.F.6
Jessup, P.J.7
-
118
-
-
0029592612
-
-
For examples of Diels-Alder reactions of oxazolidin-2-one-substituted dienamides, see: (d)
-
For examples of Diels-Alder reactions of oxazolidin-2-one-substituted dienamides, see: (d) Murphy, J. P.; Nieuwenhuyzen, M.; Reynolds, K.; Sarma, P. K. S.; Stevenson, P. J. Tetrahedron Lett. 1995, 36, 9533-9536.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 9533-9536
-
-
Murphy, J.P.1
Nieuwenhuyzen, M.2
Reynolds, K.3
Sarma, P.K.S.4
Stevenson, P.J.5
-
119
-
-
0036006962
-
-
(e) McAlonan, H.; Murphy, J. P.; Nieuwenhuyzen, M.; Reynolds, K.; Sarma, P. K. S.; Stevenson, P. J.; Thompson, N. J. Chem. Soc., Perkin Trans. 1 2002, 69-79.
-
(2002)
J. Chem. Soc., Perkin Trans. 1
, pp. 69-79
-
-
McAlonan, H.1
Murphy, J.P.2
Nieuwenhuyzen, M.3
Reynolds, K.4
Sarma, P.K.S.5
Stevenson, P.J.6
Thompson, N.7
-
120
-
-
33745648316
-
-
(f) Movassaghi, M.; Hunt, D. K.; Tjandra, M. J. Am. Chem. Soc. 2006, 128, 8126-8127.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 8126-8127
-
-
Movassaghi, M.1
Hunt, D.K.2
Tjandra, M.3
-
121
-
-
67650485911
-
-
(g) Movassaghi, M.; Tjandra, M.; Qi, J. J. Am. Chem. Soc. 2009, 131, 9648-9650.
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 9648-9650
-
-
Movassaghi, M.1
Tjandra, M.2
Qi, J.3
-
122
-
-
0032577043
-
-
(a) Kimura, M.; Ezoe, A.; Shibata, K.; Tamaru, Y. J. Am. Chem. Soc. 1998, 120, 4033-4034.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 4033-4034
-
-
Kimura, M.1
Ezoe, A.2
Shibata, K.3
Tamaru, Y.4
-
123
-
-
0033082780
-
-
(b) Kimura, M.; Fujimatsu, H.; Ezoe, A.; Shibata, K.; Shimizu, M.; Matsumoto, S.; Tamaru, Y. Angew. Chem., Int. Ed. 1999, 38, 397-400.
-
(1999)
Angew. Chem., Int. Ed.
, vol.38
, pp. 397-400
-
-
Kimura, M.1
Fujimatsu, H.2
Ezoe, A.3
Shibata, K.4
Shimizu, M.5
Matsumoto, S.6
Tamaru, Y.7
-
124
-
-
0001008119
-
-
(c) Shibata, K.; Kimura, M.; Shimizu, M.; Tamaru, Y. Org. Lett. 2001, 3, 2181-2183.
-
(2001)
Org. Lett.
, vol.3
, pp. 2181-2183
-
-
Shibata, K.1
Kimura, M.2
Shimizu, M.3
Tamaru, Y.4
-
125
-
-
33745728204
-
-
(d) Kimura, M.; Ezoe, A.; Mori, M.; Iwata, K.; Tamaru, Y. J. Am. Chem. Soc. 2006, 128, 8559-8568.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 8559-8568
-
-
Kimura, M.1
Ezoe, A.2
Mori, M.3
Iwata, K.4
Tamaru, Y.5
-
126
-
-
70349871013
-
-
note
-
Addition of an ethyl group to the aldehyde was found to be a competing pathway with more electrophilic substrates such as benzaldehyde.
-
-
-
|