-
1
-
-
0025370489
-
-
Selected examples: a M. Yoshida, M. Ezaki, M. Hashimoto, M. Yamashita, N. Shigematsu, M. Okuhara, M. Kohsaka, K. Horikoshi, J. Antibiot. 1990, 18, 748-754;
-
Selected examples: a) M. Yoshida, M. Ezaki, M. Hashimoto, M. Yamashita, N. Shigematsu, M. Okuhara, M. Kohsaka, K. Horikoshi, J. Antibiot. 1990, 18, 748-754;
-
-
-
-
5
-
-
0038301324
-
-
e) J. Pietruszka, Chem. Rev. 2003, 103, 1051-1070.
-
(2003)
Chem. Rev
, vol.103
, pp. 1051-1070
-
-
Pietruszka, J.1
-
6
-
-
0000531841
-
-
Selected reviews: a D. C. Nonhebel, Chem. Soc. Rev. 1993, 22, 347-359;
-
Selected reviews: a) D. C. Nonhebel, Chem. Soc. Rev. 1993, 22, 347-359;
-
-
-
-
7
-
-
0037884930
-
-
and references therein
-
b) H. U. Reissig, R. Zimmer, Chem. Rev. 2003, 103, 1151-1196, and references therein.
-
(2003)
Chem. Rev
, vol.103
, pp. 1151-1196
-
-
Reissig, H.U.1
Zimmer, R.2
-
8
-
-
0038222536
-
-
For a very interesting review on stereoselective cyclopropane formation see
-
For a very interesting review on stereoselective cyclopropane formation see: H. Lebel, J. F. Marcoux, C. Molinaro, A. B. Charette, Chem. Rev. 2003, 103, 977-1050.
-
(2003)
Chem. Rev
, vol.103
, pp. 977-1050
-
-
Lebel, H.1
Marcoux, J.F.2
Molinaro, C.3
Charette, A.B.4
-
9
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-
3242676921
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-
Complexes 1a and 1b are prepared from readily available and cheap starting materials, such as (R)-2,3-O-isopropylidene-D-glyceraldehyde and (S)-2,4-O-benzylidene-3-deoxyerythrose, respectively. See: J. Barluenga, N. Panday, J. Santamaría, A. de Prado, M. Tomás, ARKIVOC 2003, 576-583.
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Complexes 1a and 1b are prepared from readily available and cheap starting materials, such as (R)-2,3-O-isopropylidene-D-glyceraldehyde and (S)-2,4-O-benzylidene-3-deoxyerythrose, respectively. See: J. Barluenga, N. Panday, J. Santamaría, A. de Prado, M. Tomás, ARKIVOC 2003, 576-583.
-
-
-
-
10
-
-
33846628093
-
-
J. Barluenga, A. de Prado, J. Santamaría, M. Tomás, Angew. Chem. 2005, 117, 6741;
-
(2005)
Angew. Chem
, vol.117
, pp. 6741
-
-
Barluenga, J.1
de Prado, A.2
Santamaría, J.3
Tomás, M.4
-
11
-
-
27144551725
-
-
Angew. Chem. Int. Ed. 2005, 44, 6583-6585.
-
(2005)
Chem. Int. Ed
, vol.44
, pp. 6583-6585
-
-
Angew1
-
12
-
-
0028310801
-
-
a) G. Urrutia-Desmaison, G. Mloston, R. Huisgen, Tetrahedron Lett. 1994, 35, 4977-4980;
-
(1994)
Tetrahedron Lett
, vol.35
, pp. 4977-4980
-
-
Urrutia-Desmaison, G.1
Mloston, G.2
Huisgen, R.3
-
14
-
-
21644436205
-
-
c) D. Cruz, F. Yuste, E. Díaz, B. Ortíz, R. Sánchez-Obregón, F. Walls, J. L García-Ruano, ARKIVOC 2005, 211-221;
-
(2005)
ARKIVOC
, pp. 211-221
-
-
Cruz, D.1
Yuste, F.2
Díaz, E.3
Ortíz, B.4
Sánchez-Obregón, R.5
Walls, F.6
García-Ruano, J.L.7
-
15
-
-
33646687544
-
-
d) K. Itoh, S. Iwata, S. Kishismoto, Heterocycles 2006, 68, 395-400.
-
(2006)
Heterocycles
, vol.68
, pp. 395-400
-
-
Itoh, K.1
Iwata, S.2
Kishismoto, S.3
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16
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0030795135
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For other diastereoselective cyclopropanations of alkenylcarbene complexes see: a
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For other diastereoselective cyclopropanations of alkenylcarbene complexes see: a) With chloromethylllithium: J. Barluenga, P. L. Bernad, Jr., J. M. Concellón, A. Piñera-Nicolás, S. García-Granda, J. Org. Chem. 1997, 62, 6870-6875;
-
(1997)
J. Org. Chem
, vol.62
, pp. 6870-6875
-
-
With chloromethylllithium, J.1
Barluenga, P.L.2
Bernad Jr., J.M.3
Concellón, A.4
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17
-
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22244486282
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with lithiated epoxides: V. Capriati, S. Florio, R. Luisi, F. M. Perna, J. Barluenga, J. Org. Chem. 2005, 70, 5852-5858.
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b) with lithiated epoxides: V. Capriati, S. Florio, R. Luisi, F. M. Perna, J. Barluenga, J. Org. Chem. 2005, 70, 5852-5858.
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-
18
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0010625178
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See also: a
-
See also: a) J. Mulzer, M. Kappert, G. Huttner, I. Jibril, Tetrahedron Lett. 1985, 26, 1631-1634;
-
(1985)
Tetrahedron Lett
, vol.26
, pp. 1631-1634
-
-
Mulzer, J.1
Kappert, M.2
Huttner, G.3
Jibril, I.4
-
19
-
-
0026596371
-
-
b) R. Casas, T. Parella, V. Branchadell, A. Oliva, R. M. Ortuño, A. Guingant, Tetrahedron 1992, 48, 2659-2680.
-
(1992)
Tetrahedron
, vol.48
, pp. 2659-2680
-
-
Casas, R.1
Parella, T.2
Branchadell, V.3
Oliva, A.4
Ortuño, R.M.5
Guingant, A.6
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20
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33846597863
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Selected reviews: a F. Z. Dörwald, Metal Carbenes in Organic Synthesis, Wiley-VCH, New York, 1999;
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Selected reviews: a) F. Z. Dörwald, Metal Carbenes in Organic Synthesis, Wiley-VCH, New York, 1999;
-
-
-
-
22
-
-
13644270175
-
-
c) J. Barluenga, F. Rodríguez, F. J. Fañanás, J. Flórez, Top. Organomet. Chem. 2004, 13, 59-121;
-
(2004)
Top. Organomet. Chem
, vol.13
, pp. 59-121
-
-
Barluenga, J.1
Rodríguez, F.2
Fañanás, F.J.3
Flórez, J.4
-
23
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0037367187
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for a review in cyclopropyl Fischer carbene complexes see: J. W. Herndon, Curr. Org. Chem. 2003, 7, 329-352.
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d) for a review in cyclopropyl Fischer carbene complexes see: J. W. Herndon, Curr. Org. Chem. 2003, 7, 329-352.
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24
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0032552933
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Carboxycyclopropylglycines are potent agonists or antagonists, depending on their substitution pattern, of metabotropic glutamate receptors see: a
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Carboxycyclopropylglycines are potent agonists or antagonists, depending on their substitution pattern, of metabotropic glutamate receptors see: a) I. Collado, J. Ezquerra, A. Mazón, C. Pedregal, B. Yruretagoyena, A. E. Kingston, R. Tomlison, R. A. Wright, B. G. Johnson, D. D. Schoepp, Bioorg. Med. Chem. Lett. 1998, 8, 2849-2854;
-
(1998)
Bioorg. Med. Chem. Lett
, vol.8
, pp. 2849-2854
-
-
Collado, I.1
Ezquerra, J.2
Mazón, A.3
Pedregal, C.4
Yruretagoyena, B.5
Kingston, A.E.6
Tomlison, R.7
Wright, R.A.8
Johnson, B.G.9
Schoepp, D.D.10
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25
-
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0037101811
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b) I. Collado, C. Pedregal, A. Mazón, J. F. Espinosa, J. Blanco-Urgoiti, D. D. Schoepp, R. A. Wright, B. G. Johnson, A. E. Kingston, J. Med. Chem. 2002, 45, 3619-3629.
-
(2002)
J. Med. Chem
, vol.45
, pp. 3619-3629
-
-
Collado, I.1
Pedregal, C.2
Mazón, A.3
Espinosa, J.F.4
Blanco-Urgoiti, J.5
Schoepp, D.D.6
Wright, R.A.7
Johnson, B.G.8
Kingston, A.E.9
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26
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33846606701
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For a similar approach see reference [10b
-
For a similar approach see reference [10b].
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27
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0001136538
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For a different approach using a sulfur ylide see: a
-
For a different approach using a sulfur ylide see: a) D. Ma, Y. Cao, Y. Yang, D. Cheng, Org. Lett. 1999, 1, 285-287;
-
(1999)
Org. Lett
, vol.1
, pp. 285-287
-
-
Ma, D.1
Cao, Y.2
Yang, Y.3
Cheng, D.4
-
28
-
-
0034665353
-
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b) D. Ma, Y. Cao, W. Wu, Y. Jiang, Tetrahedron 2000, 56, 7447-7456.
-
(2000)
Tetrahedron
, vol.56
, pp. 7447-7456
-
-
Ma, D.1
Cao, Y.2
Wu, W.3
Jiang, Y.4
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29
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33846633584
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2 at room temperature for a long time results in the recovery of the starting materials.
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2 at room temperature for a long time results in the recovery of the starting materials.
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30
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14944346768
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A few methods are available for the synthesis of optically active cyclopropanecarbaldehydes by ring-forming reactions. For an elegant piece of work on the enantioselective organocatalytic synthesis of cyclopropanecarbaldehydes see: a R. K. Kunz, D. W. C. MacMillan, J. Am. Chem. Soc. 2005, 127, 3240-3241;
-
A few methods are available for the synthesis of optically active cyclopropanecarbaldehydes by ring-forming reactions. For an elegant piece of work on the enantioselective organocatalytic synthesis of cyclopropanecarbaldehydes see: a) R. K. Kunz, D. W. C. MacMillan, J. Am. Chem. Soc. 2005, 127, 3240-3241;
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-
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31
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10944219973
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for access to enantiopure cyclopropanecarbadehydes starting from hydroxyalquenyl carbamates see
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b) for access to enantiopure cyclopropanecarbadehydes starting from hydroxyalquenyl carbamates see: R. Kalkofen, S. Brandau, B. Wibbeling, D. Hoppe, Angew. Chem. 2004, 116, 6836;
-
(2004)
Angew. Chem
, vol.116
, pp. 6836
-
-
Kalkofen, R.1
Brandau, S.2
Wibbeling, B.3
Hoppe, D.4
-
32
-
-
10944224965
-
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Angew. Chem. Int. Ed. 2004, 43, 6667-6669;
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(2004)
Chem. Int. Ed
, vol.43
, pp. 6667-6669
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Angew1
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33
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reference [3] and references therein.
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c) reference [3] and references therein.
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