-
1
-
-
0000473902
-
-
For general information, see: a) Rao, A.S.; Paknikar, S.K.; Kirtane, J.G. Tetrahedron 1983, 39, 2323-2367;
-
(1983)
Tetrahedron
, vol.39
, pp. 2323-2367
-
-
Rao, A.S.1
Paknikar, S.K.2
Kirtane, J.G.3
-
3
-
-
0011257113
-
-
Weissberger, A.; Taylor, E.C. Eds.; John Wiley: New York
-
c) Bartok, M.; Lang, K.L. In Small Ring Heterocycles; Part. 3; Weissberger, A.; Taylor, E.C. Eds.; John Wiley: New York, 1985;
-
(1985)
Small Ring Heterocycles
, Issue.3 PART
-
-
Bartok, M.1
Lang, K.L.2
-
6
-
-
27144540733
-
-
For methylenation, see: a) Tomilov, Yu.V.; Dokichev, V.A.; Dzhemilev, U.M.; Nefedov, O.M. Russ. Chem. Rev. 1993, 62(9), 799-838; for the regiochemistry of cycloadducts, see:
-
(1993)
Russ. Chem. Rev.
, vol.62
, Issue.9
, pp. 799-838
-
-
Tomilov, Y.V.1
Dokichev, V.A.2
Dzhemilev, U.M.3
Nefedov, O.M.4
-
7
-
-
0002987337
-
-
b) Sustmann, R.; Sicking, W.; Huisgen, R. J. Org. Chem. 1993, 58, 82-89; for the reaction with chlorinated aldehydes and ketones, see:
-
(1993)
J. Org. Chem.
, vol.58
, pp. 82-89
-
-
Sustmann, R.1
Sicking, W.2
Huisgen, R.3
-
10
-
-
85034475814
-
-
s symmetry were used as electrophiles, two diastereoisomers formed with low diastereoselection. These results imply that the stereochemical outcome of the reaction is completely controlled by the sulfinyl stereogenic centre. Durst, T. J. Am. Chem. Soc. 1969, 91, 1034. Tsuchihashi, G.; Ogura, K. Bull. Chem. Soc. Jpn. 1972, 45, 2023-2027.
-
(1991)
Synlett
, pp. 455-468
-
-
Satoh, T.1
Yamakawa, K.2
-
11
-
-
0000187308
-
Formation of C-C bonds by addition of metalated sulfoxides or sulfoximides to carbonyl groups
-
Thieme; Stuttgart-New York
-
s symmetry were used as electrophiles, two diastereoisomers formed with low diastereoselection. These results imply that the stereochemical outcome of the reaction is completely controlled by the sulfinyl stereogenic centre. Durst, T. J. Am. Chem. Soc. 1969, 91, 1034. Tsuchihashi, G.; Ogura, K. Bull. Chem. Soc. Jpn. 1972, 45, 2023-2027.
-
(1995)
Houben-weyl
, vol.E 21B
, pp. 1793-1815
-
-
Solladié, G.1
-
12
-
-
0000200860
-
-
s symmetry were used as electrophiles, two diastereoisomers formed with low diastereoselection. These results imply that the stereochemical outcome of the reaction is completely controlled by the sulfinyl stereogenic centre. Durst, T. J. Am. Chem. Soc. 1969, 91, 1034. Tsuchihashi, G.; Ogura, K. Bull. Chem. Soc. Jpn. 1972, 45, 2023-2027.
-
(1969)
J. Am. Chem. Soc.
, vol.91
, pp. 1034
-
-
Durst, T.1
-
13
-
-
0011088885
-
-
s symmetry were used as electrophiles, two diastereoisomers formed with low diastereoselection. These results imply that the stereochemical outcome of the reaction is completely controlled by the sulfinyl stereogenic centre. Durst, T. J. Am. Chem. Soc. 1969, 91, 1034. Tsuchihashi, G.; Ogura, K. Bull. Chem. Soc. Jpn. 1972, 45, 2023-2027.
-
(1972)
Bull. Chem. Soc. Jpn.
, vol.45
, pp. 2023-2027
-
-
Tsuchihashi, G.1
Ogura, K.2
-
14
-
-
0343389095
-
-
Solladié, G.; Hamdouchi, C.; Vicente, M. Tetrahedron Lett. 1988, 29, 5929-5932. Solladié, G.; Hamdouchi, C.; Ziani-Chérif, C. Tetrahedron: Asymmetry 1991, 2, 457-469. For synthetic applications see: Solladié, G.; Kovensky, J.; Colobert, F. Tetrahedron: Asymmetry 1993, 4, 2173-2178. Bravo, P.; Piovosi, E.; Resnati, G. J. Chem. Res. (S) 1989, 134-135.
-
(1988)
Tetrahedron Lett.
, vol.29
, pp. 5929-5932
-
-
Solladié, G.1
Hamdouchi, C.2
Vicente, M.3
-
15
-
-
0025828411
-
-
Solladié, G.; Hamdouchi, C.; Vicente, M. Tetrahedron Lett. 1988, 29, 5929-5932. Solladié, G.; Hamdouchi, C.; Ziani-Chérif, C. Tetrahedron: Asymmetry 1991, 2, 457-469. For synthetic applications see: Solladié, G.; Kovensky, J.; Colobert, F. Tetrahedron: Asymmetry 1993, 4, 2173-2178. Bravo, P.; Piovosi, E.; Resnati, G. J. Chem. Res. (S) 1989, 134-135.
-
(1991)
Tetrahedron: Asymmetry
, vol.2
, pp. 457-469
-
-
Solladié, G.1
Hamdouchi, C.2
Ziani-Chérif, C.3
-
16
-
-
0027494323
-
-
Solladié, G.; Hamdouchi, C.; Vicente, M. Tetrahedron Lett. 1988, 29, 5929-5932. Solladié, G.; Hamdouchi, C.; Ziani-Chérif, C. Tetrahedron: Asymmetry 1991, 2, 457-469. For synthetic applications see: Solladié, G.; Kovensky, J.; Colobert, F. Tetrahedron: Asymmetry 1993, 4, 2173-2178. Bravo, P.; Piovosi, E.; Resnati, G. J. Chem. Res. (S) 1989, 134-135.
-
(1993)
Tetrahedron: Asymmetry
, vol.4
, pp. 2173-2178
-
-
Solladié, G.1
Kovensky, J.2
Colobert, F.3
-
17
-
-
0343389095
-
-
Solladié, G.; Hamdouchi, C.; Vicente, M. Tetrahedron Lett. 1988, 29, 5929-5932. Solladié, G.; Hamdouchi, C.; Ziani-Chérif, C. Tetrahedron: Asymmetry 1991, 2, 457-469. For synthetic applications see: Solladié, G.; Kovensky, J.; Colobert, F. Tetrahedron: Asymmetry 1993, 4, 2173-2178. Bravo, P.; Piovosi, E.; Resnati, G. J. Chem. Res. (S) 1989, 134-135.
-
(1989)
J. Chem. Res. (S)
, pp. 134-135
-
-
Bravo, P.1
Piovosi, E.2
Resnati, G.3
-
18
-
-
0000091929
-
-
a) Solladié, G.; Demailly, G.; Greck, C. Tetrahedron Lett. 1985, 26, 435-438;
-
(1985)
Tetrahedron Lett.
, vol.26
, pp. 435-438
-
-
Solladié, G.1
Demailly, G.2
Greck, C.3
-
19
-
-
37049072118
-
-
See also ref. 7a
-
b) Bravo, P.; Piovosi, E.; Resnati, G. J. Chem. Soc., Perkin Trans. I 1989, 1201-1208. See also ref. 7a.
-
(1989)
Chem. Soc., Perkin Trans. I
, vol.1
, pp. 1201-1208
-
-
Bravo, P.1
Piovosi, E.2
Resnati, G.J.3
-
20
-
-
0028362360
-
-
a) Bravo, P.; Farina, A.; Frigerio, M.; Meille, S.V.; Soloshonok, V.A.; Viani, F. Tetrahedron: Asymmetry 1994, 5, 987-1004;
-
(1994)
Tetrahedron: Asymmetry
, vol.5
, pp. 987-1004
-
-
Bravo, P.1
Farina, A.2
Frigerio, M.3
Meille, S.V.4
Soloshonok, V.A.5
Viani, F.6
-
21
-
-
0029024984
-
-
b) Arnone, A., Bravo, P., Frigerio, M.; Salani, G.; Viani, F.; Zappalà, C.; Cavicchio, G.; Crucianelli, M. Tetrahedron 1995, 51, 8289-8310.
-
(1995)
Tetrahedron
, vol.51
, pp. 8289-8310
-
-
Arnone, A.1
Bravo, P.2
Frigerio, M.3
Salani, G.4
Viani, F.5
Zappalà, C.6
Cavicchio, G.7
Crucianelli, M.8
-
22
-
-
0342519455
-
-
in press
-
a) For γ-hydroxy-substituted β-ketosulfoxides the d.e. of oxiranes was 40%, see: Arnone, A.; Bravo, P.; Farina, A.; Frigerio, M.; Meille, S.V.; Viani, F. Tetrahedron: Asymmetry 1995, in press;
-
(1995)
Tetrahedron: Asymmetry
-
-
Arnone, A.1
Bravo, P.2
Farina, A.3
Frigerio, M.4
Meille, S.V.5
Viani, F.6
-
23
-
-
85030191424
-
-
for the unsubstituted ones the diastereoisomeric ratio was c.a. 1:1 (unpublished results)
-
(b) for the unsubstituted ones the diastereoisomeric ratio was c.a. 1:1 (unpublished results).
-
-
-
-
24
-
-
0004930310
-
-
For a recent report on the use of optically pure chloromethyl-oxiranes in synthesis see: Kouzi, S.A.; Nelson, S.D. J. Org. Chem: 1993, 58, 771-773.
-
(1993)
J. Org. Chem
, vol.58
, pp. 771-773
-
-
Kouzi, S.A.1
Nelson, S.D.2
-
25
-
-
0003467672
-
-
John Wiley & Sons: New York
-
For leading references on the reaction of diazomethane with carbonyl compounds see March, J. Advanced Organic Chemistry, fourth edition; John Wiley & Sons: New York, 1992, pp. 1085-1086. Wovkulich, P. M. in Comprehensive Organic Synthesis, Trost, B. M.; Fleming, I. Eds.; Academic Press: Oxford, 1991, vol. 3, pp. 844-861. See also ref. 1c.
-
(1992)
Advanced Organic Chemistry, Fourth Edition
, pp. 1085-1086
-
-
March, J.1
-
26
-
-
0001944297
-
-
Trost, B. M.; Fleming, I. Eds.; Academic Press: Oxford, See also ref. 1c
-
For leading references on the reaction of diazomethane with carbonyl compounds see March, J. Advanced Organic Chemistry, fourth edition; John Wiley & Sons: New York, 1992, pp. 1085-1086. Wovkulich, P. M. in Comprehensive Organic Synthesis, Trost, B. M.; Fleming, I. Eds.; Academic Press: Oxford, 1991, vol. 3, pp. 844-861. See also ref. 1c.
-
(1991)
Comprehensive Organic Synthesis
, vol.3
, pp. 844-861
-
-
Wovkulich, P.M.1
-
27
-
-
58149363542
-
-
See also ref 15d
-
Bravo, P.; Bruché, L.; Crucianelli, M.; Merli, A. J. Fluorine Chem., 1995, 74, 127-130. See also ref 15d.
-
(1995)
Fluorine Chem.
, vol.74
, pp. 127-130
-
-
Bravo, P.1
Bruché, L.2
Crucianelli, M.3
Merli, A.J.4
-
29
-
-
0001309341
-
-
Solladié, G.; Demailly, G.; Greck, C.; Solladié-Cavallo, A. Tetrahedron Lett. 1982, 23, 5047-5050; Bravo, P.; Resnati, G. Tetrahedron Lett. 1987, 28, 4865-4866. Carreño, M. C.; Garcia Ruano, J. L.; Martin, A. M.; Pedregal, C.; Rodriguez, J. H.; Rubio, A.; Sanchez, J.; Solladié, G. J. Org. Chem: 1990, 55, 2120-2128. See also ref. 5a. For a recent review on the use of optically pure sulfoxides in the synthesis of biologically active molecules see: Carreño, M. C. Chem. Rev. 1995, 95, 1717.
-
(1982)
Tetrahedron Lett.
, vol.23
, pp. 5047-5050
-
-
Solladié, G.1
Demailly, G.2
Greck, C.3
Solladié-Cavallo, A.4
-
30
-
-
0000258603
-
-
Solladié, G.; Demailly, G.; Greck, C.; Solladié-Cavallo, A. Tetrahedron Lett. 1982, 23, 5047-5050; Bravo, P.; Resnati, G. Tetrahedron Lett. 1987, 28, 4865-4866. Carreño, M. C.; Garcia Ruano, J. L.; Martin, A. M.; Pedregal, C.; Rodriguez, J. H.; Rubio, A.; Sanchez, J.; Solladié, G. J. Org. Chem: 1990, 55, 2120-2128. See also ref. 5a. For a recent review on the use of optically pure sulfoxides in the synthesis of biologically active molecules see: Carreño, M. C. Chem. Rev. 1995, 95, 1717.
-
(1987)
Tetrahedron Lett.
, vol.28
, pp. 4865-4866
-
-
Bravo, P.1
Resnati, G.2
-
31
-
-
0001296747
-
-
Solladié, G.; Demailly, G.; Greck, C.; Solladié-Cavallo, A. Tetrahedron Lett. 1982, 23, 5047-5050; Bravo, P.; Resnati, G. Tetrahedron Lett. 1987, 28, 4865-4866. Carreño, M. C.; Garcia Ruano, J. L.; Martin, A. M.; Pedregal, C.; Rodriguez, J. H.; Rubio, A.; Sanchez, J.; Solladié, G. J. Org. Chem: 1990, 55, 2120-2128. See also ref. 5a. For a recent review on the use of optically pure sulfoxides in the synthesis of biologically active molecules see: Carreño, M. C. Chem. Rev. 1995, 95, 1717.
-
(1990)
J. Org. Chem
, vol.55
, pp. 2120-2128
-
-
Carreño, M.C.1
Garcia Ruano, J.L.2
Martin, A.M.3
Pedregal, C.4
Rodriguez, J.H.5
Rubio, A.6
Sanchez, J.7
Solladié, G.8
-
32
-
-
11944251609
-
-
Solladié, G.; Demailly, G.; Greck, C.; Solladié-Cavallo, A. Tetrahedron Lett. 1982, 23, 5047-5050; Bravo, P.; Resnati, G. Tetrahedron Lett. 1987, 28, 4865-4866. Carreño, M. C.; Garcia Ruano, J. L.; Martin, A. M.; Pedregal, C.; Rodriguez, J. H.; Rubio, A.; Sanchez, J.; Solladié, G. J. Org. Chem: 1990, 55, 2120-2128. See also ref. 5a. For a recent review on the use of optically pure sulfoxides in the synthesis of biologically active molecules see: Carreño, M. C. Chem. Rev. 1995, 95, 1717.
-
(1995)
Chem. Rev.
, vol.95
, pp. 1717
-
-
Carreño, M.C.1
-
33
-
-
37049086523
-
-
Olivato, P.R.; Guerrero, S.A.; Hase, Y.; Rittner, R. J. Chem. Soc. Perkin Trans. II 1990, 465-471.
-
(1990)
J. Chem. Soc. Perkin Trans. II
, vol.2
, pp. 465-471
-
-
Olivato, P.R.1
Guerrero, S.A.2
Hase, Y.3
Rittner, R.4
-
34
-
-
85030194155
-
-
unpublished results
-
Bravo, P. et al, unpublished results.
-
-
-
Bravo, P.1
-
35
-
-
0028245258
-
-
For the synthesis of nucleosides, see; a) Bravo, P.; Mele, A.; Salani, G.; Viani, F. Bioorg. & Med. Chem. Lett. 1994, 4, 1577-1580;
-
(1994)
Bioorg. & Med. Chem. Lett.
, vol.4
, pp. 1577-1580
-
-
A Bravo, P.1
Mele, A.2
Salani, G.3
Viani, F.4
-
36
-
-
0027426848
-
-
b) Bravo, P.; Frigerio, M.; Soloshonok, V.A.; Viani, F. Tetrahedron Lett. 1993, 34, 7771-7772; for the synthesis of polifluorinated β-hydroxy-and β-amino acids, see: ref.6a; for the synthesis of monofluoro-β-hydroxy-amines and β-amino acids, see:
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 7771-7772
-
-
Bravo, P.1
Frigerio, M.2
Soloshonok, V.A.3
Viani, F.4
-
37
-
-
0027987394
-
-
c) Arnone, A.; Bravo, P.; Frigerio, M.; Salani, G.; Viani, F. Tetrahedron 1994, 50, 13485-13492; for the oxirane ring opening with O-, C-, N-, P-centered nucleophiles, see: ref. 6b; for the synthesis of optically pure phenylpropan-2-ol derivatives, see:
-
(1994)
Tetrahedron
, vol.50
, pp. 13485-13492
-
-
Arnone, A.1
Bravo, P.2
Frigerio, M.3
Salani, G.4
Viani, F.5
-
38
-
-
0006016547
-
-
d) Bravo, P.; Frigerio, M.; Fronza, G.; Soloshonok, V.A.; Viani, F.; Cavicchio, G.; Fabrizi, G.; Lamba, D. Can. J. Chem. 1994, 72, 1769-1779.
-
(1994)
Can. J. Chem.
, vol.72
, pp. 1769-1779
-
-
Bravo, P.1
Frigerio, M.2
Fronza, G.3
Soloshonok, V.A.4
Viani, F.5
Cavicchio, G.6
Fabrizi, G.7
Lamba, D.8
-
40
-
-
0002204826
-
-
Trost, B. M.; Fleming, I. Eds.; Academic Press: Oxford
-
For a review on epoxide ring opening by nitrogen nucleophiles see: Mitsunobu, O. in Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I. Eds.; Academic Press: Oxford, 1991, vol. 6, pp. 88-93; for epoxide ring opening by carbon nucleophiles see: Mitsunobu, O. ibid., vol. 6, pp. 4-13.
-
(1991)
Comprehensive Organic Synthesis
, vol.6
, pp. 88-93
-
-
Mitsunobu, O.1
-
41
-
-
0003417469
-
-
For a review on epoxide ring opening by nitrogen nucleophiles see: Mitsunobu, O. in Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I. Eds.; Academic Press: Oxford, 1991, vol. 6, pp. 88-93; for epoxide ring opening by carbon nucleophiles see: Mitsunobu, O. ibid., vol. 6, pp. 4-13.
-
Comprehensive Organic Synthesis
, vol.6
, pp. 4-13
-
-
Mitsunobu, O.1
-
42
-
-
33751499123
-
-
a) Chini, M.; Crotti, P.; Flippin, L.A.; Macchia, F. J. Org. Chem. 1991, 56, 7043-7048;
-
(1991)
J. Org. Chem.
, vol.56
, pp. 7043-7048
-
-
Chini, M.1
Crotti, P.2
Flippin, L.A.3
Macchia, F.4
-
43
-
-
33751385834
-
-
b) Chini, M.; Crotti, P.; Flippin, L.A.; Gardelli, C.; Giovani, E.; Macchia, F.; Pineschi, M. J. Am. Chem. Soc. 1993, 115, 1221-1230.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 1221-1230
-
-
Chini, M.1
Crotti, P.2
Flippin, L.A.3
Gardelli, C.4
Giovani, E.5
Macchia, F.6
Pineschi, M.7
-
45
-
-
0342519407
-
-
Korash, H.; Nielson, D.R.; Rideout, W.H. Org. Synt. 1962, 42, 50-53.
-
(1962)
Org. Synt.
, vol.42
, pp. 50-53
-
-
Korash, H.1
Nielson, D.R.2
Rideout, W.H.3
-
48
-
-
0025781283
-
-
Chini, M.; Crotti, P.; Favero, L.; Macchia, F. Tetrahedron Lett. 1991, 32, 4775-4778.
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 4775-4778
-
-
Chini, M.1
Crotti, P.2
Favero, L.3
Macchia, F.4
-
50
-
-
0001217854
-
-
b) Sassman, M.B.; Prakash, G.K.S.; Olah, G.A. J. Org. Chem. 1990, 55, 2016-2018.
-
(1990)
J. Org. Chem.
, vol.55
, pp. 2016-2018
-
-
Sassman, M.B.1
Prakash, G.K.S.2
Olah, G.A.3
-
51
-
-
0007235441
-
-
Paquette, L. A. Ed.; John Wiley and Sons: New York
-
For a general review on the Pummerer rearrangement see: De Lucchi, O.; Miotti, U.; Modena, G. Organic Reactions; Paquette, L. A. Ed.; John Wiley and Sons: New York, 1991, Vol. 40.
-
(1991)
Organic Reactions
, pp. 40
-
-
De Lucchi, O.1
Miotti, U.2
Modena, G.3
-
52
-
-
0000039142
-
-
Ciaccio, J.A.; Addes, K.J.; Bell, T.W. Tetrahedron Lett. 1986, 27, 3697-3700.
-
(1986)
Tetrahedron Lett.
, vol.27
, pp. 3697-3700
-
-
Ciaccio, J.A.1
Addes, K.J.2
Bell, T.W.3
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