-
1
-
-
0004681810
-
-
B. Trost, & I. Fleming. New York: Pergamon Press
-
Helquist P. Trost B., Fleming I. Comprehensive Organic Synthesis. 4:1991;961-976 Pergamon Press, New York.
-
(1991)
Comprehensive Organic Synthesis
, vol.4
, pp. 961-976
-
-
Helquist, P.1
-
9
-
-
0032776336
-
-
For recent illustrative examples, see: (a) Xi, H.; Gibb, C. L. D.; Gibb, B. C. J. Org. Chem. 1999, 64, 9286-9288; (b) Cambie, R. C.; Rickard, C. E. F.; Starnge, G. A. Aust. J. Chem. 1997, 50, 841-848; (c) Hoffmann, R. W.; Bovicelli, P. Synthesis 1990, 657-659; (d) Takeda, T.; Sasaki, R.; Nakamura, A.; Yamauchi, S.; Fujiwara, T. Synlett 1996, 273-274; Takeda, T.; Sasaki, R.; Yamauchi, S.; Fujiwara, T. Tetrahedron 1997, 53, 557-566; (e) Larock, R. C.; Leong, W. W. In Comprehensive Organic Synthesis; Trost, B.; Fleming, I., Eds.; Pergamon Press: New York, 1991; Vol. 4, pp. 279-287; (f) Onishi, T.; Otake, Y.; Hirose, N.; Nakano, T.; Torii, T.; Nakazawa, M.; Izawa, K. Tetrahedron Lett. 2001, 42, 6337-6340; (g) Martínez, A. G.; Fernández, A. H.; Alvarez, R. M.; Fraile, A. G.; Calderón, J. B.; Barcina, J. O. Synthesis 1986, 1076-1078.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 9286-9288
-
-
Xi, H.1
Gibb, C.L.D.2
Gibb, B.C.3
-
10
-
-
0013539665
-
-
For recent illustrative examples, see: (a) Xi, H.; Gibb, C. L. D.; Gibb, B. C. J. Org. Chem. 1999, 64, 9286-9288; (b) Cambie, R. C.; Rickard, C. E. F.; Starnge, G. A. Aust. J. Chem. 1997, 50, 841-848; (c) Hoffmann, R. W.; Bovicelli, P. Synthesis 1990, 657-659; (d) Takeda, T.; Sasaki, R.; Nakamura, A.; Yamauchi, S.; Fujiwara, T. Synlett 1996, 273-274; Takeda, T.; Sasaki, R.; Yamauchi, S.; Fujiwara, T. Tetrahedron 1997, 53, 557-566; (e) Larock, R. C.; Leong, W. W. In Comprehensive Organic Synthesis; Trost, B.; Fleming, I., Eds.; Pergamon Press: New York, 1991; Vol. 4, pp. 279-287; (f) Onishi, T.; Otake, Y.; Hirose, N.; Nakano, T.; Torii, T.; Nakazawa, M.; Izawa, K. Tetrahedron Lett. 2001, 42, 6337-6340; (g) Martínez, A. G.; Fernández, A. H.; Alvarez, R. M.; Fraile, A. G.; Calderón, J. B.; Barcina, J. O. Synthesis 1986, 1076-1078.
-
(1997)
Aust. J. Chem.
, vol.50
, pp. 841-848
-
-
Cambie, R.C.1
Rickard, C.E.F.2
Starnge, G.A.3
-
11
-
-
84986994442
-
-
For recent illustrative examples, see: (a) Xi, H.; Gibb, C. L. D.; Gibb, B. C. J. Org. Chem. 1999, 64, 9286-9288; (b) Cambie, R. C.; Rickard, C. E. F.; Starnge, G. A. Aust. J. Chem. 1997, 50, 841-848; (c) Hoffmann, R. W.; Bovicelli, P. Synthesis 1990, 657-659; (d) Takeda, T.; Sasaki, R.; Nakamura, A.; Yamauchi, S.; Fujiwara, T. Synlett 1996, 273-274; Takeda, T.; Sasaki, R.; Yamauchi, S.; Fujiwara, T. Tetrahedron 1997, 53, 557-566; (e) Larock, R. C.; Leong, W. W. In Comprehensive Organic Synthesis; Trost, B.; Fleming, I., Eds.; Pergamon Press: New York, 1991; Vol. 4, pp. 279-287; (f) Onishi, T.; Otake, Y.; Hirose, N.; Nakano, T.; Torii, T.; Nakazawa, M.; Izawa, K. Tetrahedron Lett. 2001, 42, 6337-6340; (g) Martínez, A. G.; Fernández, A. H.; Alvarez, R. M.; Fraile, A. G.; Calderón, J. B.; Barcina, J. O. Synthesis 1986, 1076-1078.
-
(1990)
Synthesis
, pp. 657-659
-
-
Hoffmann, R.W.1
Bovicelli, P.2
-
12
-
-
0000913822
-
-
For recent illustrative examples, see: (a) Xi, H.; Gibb, C. L. D.; Gibb, B. C. J. Org. Chem. 1999, 64, 9286-9288; (b) Cambie, R. C.; Rickard, C. E. F.; Starnge, G. A. Aust. J. Chem. 1997, 50, 841-848; (c) Hoffmann, R. W.; Bovicelli, P. Synthesis 1990, 657-659; (d) Takeda, T.; Sasaki, R.; Nakamura, A.; Yamauchi, S.; Fujiwara, T. Synlett 1996, 273-274; Takeda, T.; Sasaki, R.; Yamauchi, S.; Fujiwara, T. Tetrahedron 1997, 53, 557-566; (e) Larock, R. C.; Leong, W. W. In Comprehensive Organic Synthesis; Trost, B.; Fleming, I., Eds.; Pergamon Press: New York, 1991; Vol. 4, pp. 279-287; (f) Onishi, T.; Otake, Y.; Hirose, N.; Nakano, T.; Torii, T.; Nakazawa, M.; Izawa, K. Tetrahedron Lett. 2001, 42, 6337-6340; (g) Martínez, A. G.; Fernández, A. H.; Alvarez, R. M.; Fraile, A. G.; Calderón, J. B.; Barcina, J. O. Synthesis 1986, 1076-1078.
-
(1996)
Synlett
, pp. 273-274
-
-
Takeda, T.1
Sasaki, R.2
Nakamura, A.3
Yamauchi, S.4
Fujiwara, T.5
-
13
-
-
0031012804
-
-
For recent illustrative examples, see: (a) Xi, H.; Gibb, C. L. D.; Gibb, B. C. J. Org. Chem. 1999, 64, 9286-9288; (b) Cambie, R. C.; Rickard, C. E. F.; Starnge, G. A. Aust. J. Chem. 1997, 50, 841-848; (c) Hoffmann, R. W.; Bovicelli, P. Synthesis 1990, 657-659; (d) Takeda, T.; Sasaki, R.; Nakamura, A.; Yamauchi, S.; Fujiwara, T. Synlett 1996, 273-274; Takeda, T.; Sasaki, R.; Yamauchi, S.; Fujiwara, T. Tetrahedron 1997, 53, 557-566; (e) Larock, R. C.; Leong, W. W. In Comprehensive Organic Synthesis; Trost, B.; Fleming, I., Eds.; Pergamon Press: New York, 1991; Vol. 4, pp. 279-287; (f) Onishi, T.; Otake, Y.; Hirose, N.; Nakano, T.; Torii, T.; Nakazawa, M.; Izawa, K. Tetrahedron Lett. 2001, 42, 6337-6340; (g) Martínez, A. G.; Fernández, A. H.; Alvarez, R. M.; Fraile, A. G.; Calderón, J. B.; Barcina, J. O. Synthesis 1986, 1076-1078.
-
(1997)
Tetrahedron
, vol.53
, pp. 557-566
-
-
Takeda, T.1
Sasaki, R.2
Yamauchi, S.3
Fujiwara, T.4
-
14
-
-
0003417469
-
-
Trost, B.; Fleming, I., Eds.; Pergamon Press: New York
-
For recent illustrative examples, see: (a) Xi, H.; Gibb, C. L. D.; Gibb, B. C. J. Org. Chem. 1999, 64, 9286-9288; (b) Cambie, R. C.; Rickard, C. E. F.; Starnge, G. A. Aust. J. Chem. 1997, 50, 841-848; (c) Hoffmann, R. W.; Bovicelli, P. Synthesis 1990, 657-659; (d) Takeda, T.; Sasaki, R.; Nakamura, A.; Yamauchi, S.; Fujiwara, T. Synlett 1996, 273-274; Takeda, T.; Sasaki, R.; Yamauchi, S.; Fujiwara, T. Tetrahedron 1997, 53, 557-566; (e) Larock, R. C.; Leong, W. W. In Comprehensive Organic Synthesis; Trost, B.; Fleming, I., Eds.; Pergamon Press: New York, 1991; Vol. 4, pp. 279-287; (f) Onishi, T.; Otake, Y.; Hirose, N.; Nakano, T.; Torii, T.; Nakazawa, M.; Izawa, K. Tetrahedron Lett. 2001, 42, 6337-6340; (g) Martínez, A. G.; Fernández, A. H.; Alvarez, R. M.; Fraile, A. G.; Calderón, J. B.; Barcina, J. O. Synthesis 1986, 1076-1078.
-
(1991)
Comprehensive Organic Synthesis
, vol.4
, pp. 279-287
-
-
Larock, R.C.1
Leong, W.W.2
-
15
-
-
0035801861
-
-
For recent illustrative examples, see: (a) Xi, H.; Gibb, C. L. D.; Gibb, B. C. J. Org. Chem. 1999, 64, 9286-9288; (b) Cambie, R. C.; Rickard, C. E. F.; Starnge, G. A. Aust. J. Chem. 1997, 50, 841-848; (c) Hoffmann, R. W.; Bovicelli, P. Synthesis 1990, 657-659; (d) Takeda, T.; Sasaki, R.; Nakamura, A.; Yamauchi, S.; Fujiwara, T. Synlett 1996, 273-274; Takeda, T.; Sasaki, R.; Yamauchi, S.; Fujiwara, T. Tetrahedron 1997, 53, 557-566; (e) Larock, R. C.; Leong, W. W. In Comprehensive Organic Synthesis; Trost, B.; Fleming, I., Eds.; Pergamon Press: New York, 1991; Vol. 4, pp. 279-287; (f) Onishi, T.; Otake, Y.; Hirose, N.; Nakano, T.; Torii, T.; Nakazawa, M.; Izawa, K. Tetrahedron Lett. 2001, 42, 6337-6340; (g) Martínez, A. G.; Fernández, A. H.; Alvarez, R. M.; Fraile, A. G.; Calderón, J. B.; Barcina, J. O. Synthesis 1986, 1076-1078.
-
(2001)
Tetrahedron Lett.
, vol.42
, pp. 6337-6340
-
-
Onishi, T.1
Otake, Y.2
Hirose, N.3
Nakano, T.4
Torii, T.5
Nakazawa, M.6
Izawa, K.7
-
16
-
-
0000025932
-
-
For recent illustrative examples, see: (a) Xi, H.; Gibb, C. L. D.; Gibb, B. C. J. Org. Chem. 1999, 64, 9286-9288; (b) Cambie, R. C.; Rickard, C. E. F.; Starnge, G. A. Aust. J. Chem. 1997, 50, 841-848; (c) Hoffmann, R. W.; Bovicelli, P. Synthesis 1990, 657-659; (d) Takeda, T.; Sasaki, R.; Nakamura, A.; Yamauchi, S.; Fujiwara, T. Synlett 1996, 273-274; Takeda, T.; Sasaki, R.; Yamauchi, S.; Fujiwara, T. Tetrahedron 1997, 53, 557-566; (e) Larock, R. C.; Leong, W. W. In Comprehensive Organic Synthesis; Trost, B.; Fleming, I., Eds.; Pergamon Press: New York, 1991; Vol. 4, pp. 279-287; (f) Onishi, T.; Otake, Y.; Hirose, N.; Nakano, T.; Torii, T.; Nakazawa, M.; Izawa, K. Tetrahedron Lett. 2001, 42, 6337-6340; (g) Martínez, A. G.; Fernández, A. H.; Alvarez, R. M.; Fraile, A. G.; Calderón, J. B.; Barcina, J. O. Synthesis 1986, 1076-1078.
-
(1986)
Synthesis
, pp. 1076-1078
-
-
Martínez, A.G.1
Fernández, A.H.2
Alvarez, R.M.3
Fraile, A.G.4
Calderón, J.B.5
Barcina, J.O.6
-
20
-
-
0035831073
-
-
Francisco C.G., Freire R., González C., León E.I., Riesco-Fagundo C., Suárez E. J. Org. Chem. 66:2001;1861-1866.
-
(2001)
J. Org. Chem.
, vol.66
, pp. 1861-1866
-
-
Francisco, C.G.1
Freire, R.2
González, C.3
León, E.I.4
Riesco-Fagundo, C.5
Suárez, E.6
-
24
-
-
0035907922
-
-
González C.C., Kennedy A.R., León E.I., Riesco-Fagundo C., Suárez E. Angew. Chem., Int. Ed. 40:2001;2326-2328.
-
(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 2326-2328
-
-
González, C.C.1
Kennedy, A.R.2
León, E.I.3
Riesco-Fagundo, C.4
Suárez, E.5
-
26
-
-
85031139463
-
-
Theander, O. In The Carbohydrates, Chemistry and Biochemistry; Pigman, W.; Horton, D.; Wander, J. D., Eds.; Academic Press: London, 1980; Vol. 1B, pp. 1013-1099.
-
-
-
-
27
-
-
0002944261
-
-
R.L. Whistler, M.L. Wolfrom, BeMiller J.N. New York: Academic Press
-
Isbell H.S. Whistler R.L., Wolfrom M.L., BeMiller J.N. Methods in Carbohydrate Chemistry. II:1963;13-14 Academic Press, New York.
-
(1963)
Methods in Carbohydrate Chemistry
, vol.2
, pp. 13-14
-
-
Isbell, H.S.1
-
28
-
-
0347158906
-
-
For the synthesis of the analogous (5S,6R)-5-acetoxy-6-(acetoxymethyl)-3-iodo-5,6-dihydro-2H-pyran-2-one using other methodology, see:
-
For the synthesis of the analogous (5S,6R)-5-acetoxy-6-(acetoxymethyl)-3-iodo-5,6-dihydro-2H-pyran-2-one using other methodology, see: Evans R.D., Schauble J.H. Synthesis. 1986;727-730.
-
(1986)
Synthesis
, pp. 727-730
-
-
Evans, R.D.1
Schauble, J.H.2
-
29
-
-
85031134992
-
-
8: C, 32.17; H, 3.60. Found: C, 32.51; H, 3.31
-
8: C, 32.17; H, 3.60. Found: C, 32.51; H, 3.31.
-
-
-
-
30
-
-
85031138949
-
-
As determined by NMR spectroscopy the halohydrins were diastereoisomeric mixtures in most cases (see: Ref. 14). Chromatographically homogeneous products with correct elemental analyses were used in the fragmentation reactions.
-
As determined by NMR spectroscopy the halohydrins were diastereoisomeric mixtures in most cases (see: Ref. 14). Chromatographically homogeneous products with correct elemental analyses were used in the fragmentation reactions.
-
-
-
-
36
-
-
85031135801
-
-
note
-
2. The organic layer was washed with 10% aqueous sodium thiosulfate, dried and concentrated in vacuo. Chromatotron chromatography of the residue (n-hexane-EtOAc mixtures) afforded the required halo-bromine compound. Under these conditions formation of the pyranone byproducts apparently does not appear to occur to an appreciable extent. The reaction was performed under dilute conditions to avoid a high concentration of bromine but this aspect has not been optimized.
-
-
-
-
37
-
-
0030492285
-
-
For the synthesis of 2-deoxy-hex-1-enitols (glycals), see:
-
For the synthesis of 2-deoxy-hex-1-enitols (glycals), see: Shull B.K., Wu Z., Koreeda M. J. Carbohydr. Chem. 15:1996;955-964.
-
(1996)
J. Carbohydr. Chem.
, vol.15
, pp. 955-964
-
-
Shull, B.K.1
Wu, Z.2
Koreeda, M.3
-
38
-
-
85031144993
-
-
note
-
6: C, 30.80; H, 3.62. Found: C, 30.94; H, 3.66.
-
-
-
-
39
-
-
85031131464
-
-
note
-
16: C, 39.15; H, 4.38. Found: C, 39.14; H, 4.10.
-
-
-
|