-
2
-
-
0003181446
-
-
Academic Press: New York
-
Heathcock, C. H. in Asymmetric Synthesis; Academic Press: New York, 1984; Vol. 3, part B.
-
(1984)
Asymmetric Synthesis
, vol.3
, Issue.PART B
-
-
Heathcock, C.H.1
-
4
-
-
0001924336
-
-
Evans, D. A.; Nelson, J. V.; Taber, T. R. Topics Stereochem. 1982, 13, 1.
-
(1982)
Topics Stereochem.
, vol.13
, pp. 1
-
-
Evans, D.A.1
Nelson, J.V.2
Taber, T.R.3
-
5
-
-
0021775497
-
-
Masamune, S.; Choy, W.; Petersen, J. S.; Sita, L. R. Angew. Chem., Int. Ed Engl. 1985, 24, 1-30.
-
(1985)
Angew. Chem., Int. Ed Engl.
, vol.24
, pp. 1-30
-
-
Masamune, S.1
Choy, W.2
Petersen, J.S.3
Sita, L.R.4
-
6
-
-
0000010580
-
-
Wang, Y.-C.; Hung, A.-W.; Chang, C.-S.; Yan, T.-H. J. Org. Chem. 1996, 61, 2038-2043.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 2038-2043
-
-
Wang, Y.-C.1
Hung, A.-W.2
Chang, C.-S.3
Yan, T.-H.4
-
7
-
-
0001127065
-
-
Ko, K. Y.; Frazee, W. J.; Eliel, E. L. Tetrahedron 1984, 40, 1333-1343.
-
(1984)
Tetrahedron
, vol.40
, pp. 1333-1343
-
-
Ko, K.Y.1
Frazee, W.J.2
Eliel, E.L.3
-
8
-
-
33748215383
-
-
Braun, M.; Opdenbusch, K. Angew. Chem., Int. Ed. Engl. 1993, 32, 578-580.
-
(1993)
Angew. Chem., Int. Ed. Engl.
, vol.32
, pp. 578-580
-
-
Braun, M.1
Opdenbusch, K.2
-
12
-
-
0000647308
-
-
Aggarwal, V. K.; Franklin, R.; Maddock, J.; Evans, G. R.; Thomas, A.; Mahon, M. F.; Molloy, K. C.; Rice, M. J. J. Org. Chem. 1995, 60, 2174-2182.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 2174-2182
-
-
Aggarwal, V.K.1
Franklin, R.2
Maddock, J.3
Evans, G.R.4
Thomas, A.5
Mahon, M.F.6
Molloy, K.C.7
Rice, M.J.8
-
13
-
-
27144436958
-
-
Aggarwal, V. K.; Thomas, A.; Franklin, R. J. J. Chem. Soc., Chem. Commun. 1994, 1653-1654.
-
(1994)
J. Chem. Soc., Chem. Commun.
, pp. 1653-1654
-
-
Aggarwal, V.K.1
Thomas, A.2
Franklin, R.J.3
-
14
-
-
0000977373
-
-
Aggarwal, V. K.; Evans, G.; Moya, E.; Dowden, J. J. Org. Chem. 1992, 57. 6390-6391.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 6390-6391
-
-
Aggarwal, V.K.1
Evans, G.2
Moya, E.3
Dowden, J.4
-
15
-
-
33744586503
-
-
Miyashita, N.; Yoshikoshi, A.; Grieco, P. A. J. Org. Chem. 1977, 42, 3772-3774.
-
(1977)
J. Org. Chem.
, vol.42
, pp. 3772-3774
-
-
Miyashita, N.1
Yoshikoshi, A.2
Grieco, P.A.3
-
16
-
-
0001272894
-
-
L. O. Paquette, Ed.; Wiley: New York
-
For an excellent review see: de Lucchi, O. In Organic Reactions; L. O. Paquette, Ed.; Wiley: New York, 1991; Vol. 40; pp 157-405.
-
(1991)
Organic Reactions
, vol.40
, pp. 157-405
-
-
De Lucchi, O.1
-
17
-
-
0001100617
-
-
The conditions used for the Pummerer reaction were taken from work by Hirama et al: Hirama, M.; Hioki, H.; Ito, S. Tetrahedron.Lett. 1988, 29, 3125-3128.
-
(1988)
Tetrahedron. Lett.
, vol.29
, pp. 3125-3128
-
-
Hirama, M.1
Hioki, H.2
Ito, S.3
-
18
-
-
0000910788
-
-
Davis, F. A.; Jenkins, L. A.; Billmers, R. L. J. Org. Chem. 1986, 51, 1033-1040.
-
(1986)
J. Org. Chem.
, vol.51
, pp. 1033-1040
-
-
Davis, F.A.1
Jenkins, L.A.2
Billmers, R.L.3
-
19
-
-
0001595852
-
-
For an excellent review on trans-esterification see: Otera, J. Chem. Rev. 1993, 93, 1449-1470. As far as we are aware trans-thiolesterification has not been carried out before.
-
(1993)
Chem. Rev.
, vol.93
, pp. 1449-1470
-
-
Otera, J.1
-
20
-
-
0025328745
-
-
These conditions were also used to convert Evans' oxazolidinone to the thioester in particularly hindered substrates: (a) Damon, R. E.; Coppola, G. M. Tetrahedron Lett. 1990, 31, 2849-2852.
-
(1990)
Tetrahedron Lett.
, vol.31
, pp. 2849-2852
-
-
Damon, R.E.1
Coppola, G.M.2
-
22
-
-
0342931213
-
-
All ee measurements were conducted on THP deprotected compound 15a using chiral HPLC
-
All ee measurements were conducted on THP deprotected compound 15a using chiral HPLC.
-
-
-
-
23
-
-
0001257613
-
-
Katsuki, T.; Lee, A.; Ma, P.; Martin, V. S.; Masamune, S.; Sharpless, K. B.; Tuddenham, D.; Walker, F. J. J. Org. Chem. 1982, 47, 1373-1378.
-
(1982)
J. Org. Chem.
, vol.47
, pp. 1373-1378
-
-
Katsuki, T.1
Lee, A.2
Ma, P.3
Martin, V.S.4
Masamune, S.5
Sharpless, K.B.6
Tuddenham, D.7
Walker, F.J.8
-
26
-
-
33751553580
-
-
Mori, I; Bartlett, P. A.; Heathcock, C. H. J. Org. Chem. 1990, 55, 5966-5977.
-
(1990)
J. Org. Chem.
, vol.55
, pp. 5966-5977
-
-
Mori, I.1
Bartlett, P.A.2
Heathcock, C.H.3
-
27
-
-
0027393874
-
-
Mandai, T.; Ueda, M.; Kashiwagi, K.; Kawada, M.; Tsuji, J. Tetrahedron Lett. 1993, 34, 111-114.
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 111-114
-
-
Mandai, T.1
Ueda, M.2
Kashiwagi, K.3
Kawada, M.4
Tsuji, J.5
-
28
-
-
0028852426
-
-
Tan, D. S.; Gunter, M. M.; Drueckhammer, D. G. J. Am. Chem. Soc. 1995, 117, 9093-9094.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 9093-9094
-
-
Tan, D.S.1
Gunter, M.M.2
Drueckhammer, D.G.3
-
30
-
-
0016591075
-
-
Masamune, S.; Kamata, S.; Schilling, W. J. Am. Chem. Soc. 1975, 97, 3515-3516.
-
(1975)
J. Am. Chem. Soc.
, vol.97
, pp. 3515-3516
-
-
Masamune, S.1
Kamata, S.2
Schilling, W.3
-
31
-
-
0017785169
-
-
Masamune, S.; Hayase, Y.; Schilling, W.; Chan, W. K.; Bates, G. S. J. Am. Chem. Soc. 1977, 99, 6756-6758.
-
(1977)
J. Am. Chem. Soc.
, vol.99
, pp. 6756-6758
-
-
Masamune, S.1
Hayase, Y.2
Schilling, W.3
Chan, W.K.4
Bates, G.S.5
-
32
-
-
37049089789
-
-
Booth, P. M.; Fox, C.; Ley, S. V. J. Chem. Soc., Perkin Trans. I 1987, 121-129.
-
(1987)
J. Chem. Soc., Perkin Trans. I
, pp. 121-129
-
-
Booth, P.M.1
Fox, C.2
Ley, S.V.3
-
33
-
-
0000879206
-
-
Barrett, A.; Weipert, P. D.; Dhanak, D.; Husa, R. K.; Lebold, S. A. J. Am. Chem. Soc. 1991, 113, 9820-9824.
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 9820-9824
-
-
Barrett, A.1
Weipert, P.D.2
Dhanak, D.3
Husa, R.K.4
Lebold, S.A.5
-
34
-
-
0001597804
-
-
Basic hydrogen peroxide has been used to hydrolyse Evans' oxazolidinone: Evans, D. A.; Britton, T. C.; Ellman, J. A. Tetrahedron Lett. 1987, 28, 6141-6144. Thioesters are not as easily hydrolysed as is commonly believed. For kinetic studies see ref. 26.
-
(1987)
Tetrahedron Lett.
, vol.28
, pp. 6141-6144
-
-
Evans, D.A.1
Britton, T.C.2
Ellman, J.A.3
-
35
-
-
0023832740
-
-
Marki, H. P.; Crameri, Y.; Eigenmann, R.; Krasso, A.; Ramuz, H.; Bernauer, K.; Goodman, M.; Melmon, K. L. Helv. Chim. Acta. 1988, 71, 320-336.
-
(1988)
Helv. Chim. Acta.
, vol.71
, pp. 320-336
-
-
Marki, H.P.1
Crameri, Y.2
Eigenmann, R.3
Krasso, A.4
Ramuz, H.5
Bernauer, K.6
Goodman, M.7
Melmon, K.L.8
-
39
-
-
0001140856
-
-
Cardellicchio, C.; Viandanese, V.; Marchese, G.; Ronzini, L. Tetrahedron Lett. 1985, 26, 3595-3598.
-
(1985)
Tetrahedron Lett.
, vol.26
, pp. 3595-3598
-
-
Cardellicchio, C.1
Viandanese, V.2
Marchese, G.3
Ronzini, L.4
-
40
-
-
0001763763
-
-
Fiandanese, V.; Marchese, G.; Naso, F. Tetrahedron Lett. 1988, 29, 3587-3590.
-
(1988)
Tetrahedron Lett.
, vol.29
, pp. 3587-3590
-
-
Fiandanese, V.1
Marchese, G.2
Naso, F.3
-
42
-
-
0000964935
-
-
Anderson, R. J.; Henrick, C. A.; Rosenblum, L. D. J. Am. Chem. Soc. 1974, 96, 3654-3555.
-
(1974)
J. Am. Chem. Soc.
, vol.96
, pp. 3654-13555
-
-
Anderson, R.J.1
Henrick, C.A.2
Rosenblum, L.D.3
-
44
-
-
0021134827
-
-
Dieter, R. K. ; Lin, Y. J. ; Dieter, J. W. J. Org. Chem. 1984, 49, 3183-3195.
-
(1984)
J. Org. Chem.
, vol.49
, pp. 3183-3195
-
-
Dieter, R.K.1
Lin, Y.J.2
Dieter, J.W.3
-
45
-
-
0343366529
-
-
note
-
We also noted that the diastereomeric ratio of recovered starting material 10a (Fe(acac)3-reaction; cuprate addition at -78 °C as well as of ketone 27a had changed in the presence of the Grignard reagent. Apparently Lewis-acidic magnesium compounds catalyse the opening and closing of the THP acetal which leads to the observed partial isomerisation.
-
-
-
-
47
-
-
0343366524
-
-
Tsuboi, S.; Nishiyama, E.; Utaka, M.; Takeda, A. Tetrahedron Lett. 1986, 27, 1915-1916.
-
(1986)
Tetrahedron Lett.
, vol.27
, pp. 1915-1916
-
-
Tsuboi, S.1
Nishiyama, E.2
Utaka, M.3
Takeda, A.4
-
49
-
-
0000509394
-
-
Effenberger, F.; Hopf, M.; Ziegler, T.; Hudelmayer, J. Chem. Ber. 1991, 124, 1651-1659.
-
(1991)
Chem. Ber.
, vol.124
, pp. 1651-1659
-
-
Effenberger, F.1
Hopf, M.2
Ziegler, T.3
Hudelmayer, J.4
-
50
-
-
0001737777
-
-
Tsuboi, S.; Nishiyama, E.; Furutani, H.; Utaka, M.; Takeda, A. J. Org. Chem. 1987, 52, 1359-1362.
-
(1987)
J. Org. Chem.
, vol.52
, pp. 1359-1362
-
-
Tsuboi, S.1
Nishiyama, E.2
Furutani, H.3
Utaka, M.4
Takeda, A.5
-
51
-
-
0001264816
-
-
House, H. O.; Chu, C.-Y.; Wilkins, J. M.; Umen, M. J. J. Org. Chem. 1975, 40, 1460-1469.
-
(1975)
J. Org. Chem.
, vol.40
, pp. 1460-1469
-
-
House, H.O.1
Chu, C.-Y.2
Wilkins, J.M.3
Umen, M.J.4
|