-
4
-
-
1842580008
-
-
(d) Leonard, J.; Díez-Barra, E.; Merino, S. Eur. J. Org. Chem. 1998, 2051, 1.
-
(1998)
Eur. J. Org. Chem.
, vol.2051
, pp. 1
-
-
Leonard, J.1
Díez-Barra, E.2
Merino, S.3
-
5
-
-
0012714360
-
-
(e) Yamamoto, Y.; Pyne, S. G.; Schinzer, D.; Feringa, B. L.; Jansen, J. F. G. A. Methoden Org. Chem. (Houben-Weyl) 1995, E21b, 2011.
-
(1995)
Methoden Org. Chem. (Houben-Weyl)
, vol.E21B
, pp. 2011
-
-
Yamamoto, Y.1
Pyne, S.G.2
Schinzer, D.3
Feringa, B.L.4
Jansen, J.F.G.A.5
-
8
-
-
0001227615
-
-
(h) Christoffers, J.; Mann, A. Angew. Chem. 2001, 113, 4725, Angew. Chem., Int. Ed. 2001, 40, 4591.
-
(2001)
Angew. Chem.
, vol.113
, pp. 4725
-
-
Christoffers, J.1
Mann, A.2
-
9
-
-
0035905575
-
-
(h) Christoffers, J.; Mann, A. Angew. Chem. 2001, 113, 4725, Angew. Chem., Int. Ed. 2001, 40, 4591.
-
(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 4591
-
-
-
10
-
-
0000084915
-
-
(i) Corey, E. J.; Guzman-Perez, A. Angew. Chem. 1998, 110, 402, Angew. Chem., Int. Ed. 1998, 37, 388.
-
(1998)
Angew. Chem.
, vol.110
, pp. 402
-
-
Corey, E.J.1
Guzman-Perez, A.2
-
11
-
-
0032473509
-
-
(i) Corey, E. J.; Guzman-Perez, A. Angew. Chem. 1998, 110, 402, Angew. Chem., Int. Ed. 1998, 37, 388.
-
(1998)
Angew. Chem., Int. Ed.
, vol.37
, pp. 388
-
-
-
12
-
-
0001521888
-
-
(j) Fuji, K. Chem. Rev. 1993, 93, 2037.
-
(1993)
Chem. Rev.
, vol.93
, pp. 2037
-
-
Fuji, K.1
-
13
-
-
0037174368
-
-
Most recent examples of sterocontrolled quanternary centers formation via conjugate addition: (k) Hamashima, Y.; Hotta, D.; Sodeoka, M. J. Am. Chem. Soc. 2002, 124, 11240.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 11240
-
-
Hamashima, Y.1
Hotta, D.2
Sodeoka, M.3
-
14
-
-
0037420322
-
-
(l) Harada, S.; Kumagai, N.; Kinoshita, T.; Matsunaga, S.; Shibasaki, M. J. Am. Chem. Soc. 2003, 125, 2582.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 2582
-
-
Harada, S.1
Kumagai, N.2
Kinoshita, T.3
Matsunaga, S.4
Shibasaki, M.5
-
15
-
-
0037541354
-
-
(m) Christoffers, J.; Baro, A. Angew. Chem. 2003, 115, 1726, Angew. Chem., Int. Ed. 2003, 42, 1688.
-
(2003)
Angew. Chem.
, vol.115
, pp. 1726
-
-
Christoffers, J.1
Baro, A.2
-
16
-
-
0037541354
-
-
(m) Christoffers, J.; Baro, A. Angew. Chem. 2003, 115, 1726, Angew. Chem., Int. Ed. 2003, 42, 1688.
-
(2003)
Angew. Chem., Int. Ed.
, vol.42
, pp. 1688
-
-
-
17
-
-
0037050432
-
-
For stoichiometric sparteine-mediated addition to alkynones see: Papillon, J. P. N.; Taylor, R. J. K. Org. Lett. 2002, 4, 119; diastereoselective addition: Guillena, G.; Najera, C. J. Org. Chem. 2000, 65, 7310.
-
(2002)
Org. Lett.
, vol.4
, pp. 119
-
-
Papillon, J.P.N.1
Taylor, R.J.K.2
-
18
-
-
0034602345
-
-
For stoichiometric sparteine-mediated addition to alkynones see: Papillon, J. P. N.; Taylor, R. J. K. Org. Lett. 2002, 4, 119; diastereoselective addition: Guillena, G.; Najera, C. J. Org. Chem. 2000, 65, 7310.
-
(2000)
J. Org. Chem.
, vol.65
, pp. 7310
-
-
Guillena, G.1
Najera, C.2
-
19
-
-
0037458985
-
-
For racemic conjugate Michael additions of carbon nucleophiles to alkynones see, e.g.: (a) Hattori, K.; Grossman, R. B. J. Org. Chem. 2003, 68, 1409.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 1409
-
-
Hattori, K.1
Grossman, R.B.2
-
20
-
-
0037471486
-
-
(b) Michaud, D.; Hamelin, J.; Texier-Boullet, F. Tetrahedron 2003, 59, 3323.
-
(2003)
Tetrahedron
, vol.59
, pp. 3323
-
-
Michaud, D.1
Hamelin, J.2
Texier-Boullet, F.3
-
23
-
-
0033574683
-
-
(e) Kalita, D.; Khan, A. T.; Barua, N. C.; Bez, G. Tetrahedron 1999, 55, 5177.
-
(1999)
Tetrahedron
, vol.55
, pp. 5177
-
-
Kalita, D.1
Khan, A.T.2
Barua, N.C.3
Bez, G.4
-
24
-
-
0033578687
-
-
(f) Grossman, R. B.; Pendharkar, D. S.; Patrick, B. O. J. Org. Chem. 1999, 64, 7178.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 7178
-
-
Grossman, R.B.1
Pendharkar, D.S.2
Patrick, B.O.3
-
25
-
-
0030013951
-
-
(g) Lopez, A.; Moreno-Manas, M.; Pleixats, R.; Roglans, A.; Ezquerra, J. ; Pedregal, C. Tetrahedron 1996, 52, 8365.
-
(1996)
Tetrahedron
, vol.52
, pp. 8365
-
-
Lopez, A.1
Moreno-Manas, M.2
Pleixats, R.3
Roglans, A.4
Ezquerra, J.5
Pedregal, C.6
-
26
-
-
15844412400
-
-
(h) Murahashi, S.-I.; Naota, T.; Taki, H.; Mizuno, M.; Takaya, H.; Komiya, S.; Mizhuho Oyasato, N.; Hiraoka, M. Hirano, M.; Fukuoka, A. J. Am. Chem. Soc. 1995, 117, 12436.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 12436
-
-
Murahashi, S.-I.1
Naota, T.2
Taki, H.3
Mizuno, M.4
Takaya, H.5
Komiya, S.6
Mizhuho Oyasato, N.7
Hiraoka, M.8
Hirano, M.9
Fukuoka, A.10
-
27
-
-
0037423171
-
-
For attempted catalytic asymmetric reaction see: (i) Grossman, R. B.; Comesse, S.; Rasne, R. M.; Hattori, K.; Delong, M. N. J. Org. Chem. 2003, 68, 871.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 871
-
-
Grossman, R.B.1
Comesse, S.2
Rasne, R.M.3
Hattori, K.4
Delong, M.N.5
-
28
-
-
2442539875
-
-
note
-
Cinchona alkaloids bearing an unprotected hydroxyl functionality gave in the reaction conditions O-addition to alkynones. In entries 2 and 3, the active catalysts area 2:1 E/Z mixture of 4-(O-cinchonin)-buten-2-one and 4-(O-quinin)-buten-2-one, respectively. Alkynones are known to react smoothly with hydroxy functionalities.
-
-
-
-
29
-
-
0037416881
-
-
Tae et al. recently reported a stoichiometric racemic addition of β-diketones to ethyl propyolate in 45% yield: Tae, J.; Kim, K.-O. Tetrahedron Lett. 2003, 44, 2125. For Michael conjugate addition of cyclic β-diketones see, e.g.: (a) Challenger, S.; Derrick, A.; Silk, T. V. Synth. Commun. 2002, 2911.
-
(2003)
Tetrahedron Lett.
, vol.44
, pp. 2125
-
-
Tae, J.1
Kim, K.-O.2
-
30
-
-
0036383773
-
-
Tae et al. recently reported a stoichiometric racemic addition of β-diketones to ethyl propyolate in 45% yield: Tae, J.; Kim, K.-O. Tetrahedron Lett. 2003, 44, 2125. For Michael conjugate addition of cyclic β-diketones see, e.g.: (a) Challenger, S.; Derrick, A.; Silk, T. V. Synth. Commun. 2002, 2911.
-
(2002)
Synth. Commun.
, pp. 2911
-
-
Challenger, S.1
Derrick, A.2
Silk, T.V.3
-
31
-
-
0000865084
-
-
(b) Christoffers, J. Chem. Commun. 1997, 943. Christoffers, J. J. Chem. Soc., Perkin Trans. 1 1997, 3141.
-
(1997)
Chem. Commun.
, pp. 943
-
-
Christoffers, J.1
-
35
-
-
2442437460
-
-
and ref 1k
-
(e) There are very limited examples in the literature of asymmetric Michael additions of β-diketones: see e.g.: Chen, Z.; Zhu, G.; Jiang, Q.; Xiao, D.; Cao, P.; Zhang, X. J. Org. Chem. 2003, 68, 871 and ref 1k.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 871
-
-
Chen, Z.1
Zhu, G.2
Jiang, Q.3
Xiao, D.4
Cao, P.5
Zhang, X.6
|