-
2
-
-
0017055252
-
-
Endo, A.; Kuroda, M.; Tsujita, Y. J. Antibiot. 1976, 29, 1346.
-
(1976)
J. Antibiot
, vol.29
, pp. 1346
-
-
Endo, A.1
Kuroda, M.2
Tsujita, Y.3
-
3
-
-
33846008765
-
-
Lahera, V.; Goicoechea, M.; de Vinuesa, S. G.; Miana, M.; de las Heras, N.; Cachofeiro, V.; Luno, J. Curr. Med. Chem. 2007, 14, 243.
-
(2007)
Curr. Med. Chem
, vol.14
, pp. 243
-
-
Lahera, V.1
Goicoechea, M.2
de Vinuesa, S.G.3
Miana, M.4
de las Heras, N.5
Cachofeiro, V.6
Luno, J.7
-
5
-
-
33751005279
-
-
Grabarkiewicz, T.; Grobelny, P.; Hoffmann, M.; Mielcarek, J. Org. Biomol. Chem. 2006, 4, 4299.
-
(2006)
Org. Biomol. Chem
, vol.4
, pp. 4299
-
-
Grabarkiewicz, T.1
Grobelny, P.2
Hoffmann, M.3
Mielcarek, J.4
-
6
-
-
0025000298
-
-
Sit, S. Y.; Parker, R. A.; Motoc, I.; Han, W.; Balasubramanian,N.; Catt, J. D.; Brown, P. J.; Harte, W. E.; Thompson, M. D.; Wright, J. J. J. Med. Chem. 1990, 33, 2982.
-
(1990)
J. Med. Chem
, vol.33
, pp. 2982
-
-
Sit, S.Y.1
Parker, R.A.2
Motoc, I.3
Han, W.4
Balasubramanian, N.5
Catt, J.D.6
Brown, P.J.7
Harte, W.E.8
Thompson, M.D.9
Wright, J.J.10
-
7
-
-
0036713808
-
-
For examples of synthesis, see: Fernandes, R. A, Kumar, P. Eur. J. Org. Chem. 2002, 2921; and references cited therein
-
For examples of synthesis, see: Fernandes, R. A.; Kumar, P. Eur. J. Org. Chem. 2002, 2921; and references cited therein.
-
-
-
-
8
-
-
0001514115
-
-
(a) Reddy, M. V. R.; Brown, H. C.; Ramachandran, P. V. J. Organomet. Chem. 2001, 624, 239.
-
(2001)
J. Organomet. Chem
, vol.624
, pp. 239
-
-
Reddy, M.V.R.1
Brown, H.C.2
Ramachandran, P.V.3
-
10
-
-
1942469509
-
-
and references cited therein
-
Greenberg, W.; Varvak, A.; Hanson, S. R.; Wong, K.; Huang, H.; Chen, P.; Burk, M. J. Proc. Nad. Acad. Sci. U. S. A. 2004,101, 5788; and references cited therein.
-
(2004)
Proc. Nad. Acad. Sci. U. S. A
, vol.101
, pp. 5788
-
-
Greenberg, W.1
Varvak, A.2
Hanson, S.R.3
Wong, K.4
Huang, H.5
Chen, P.6
Burk, M.J.7
-
11
-
-
0343760721
-
-
and references cited therein
-
Bennett, F.; Knight, D. W.; Fenton, G. J. Chem. Soc., Perkin Trans, 1 1991, 133; and references cited therein.
-
(1991)
J. Chem. Soc., Perkin Trans, 1
, pp. 133
-
-
Bennett, F.1
Knight, D.W.2
Fenton, G.3
-
12
-
-
0030581374
-
-
Maddrell, S. J.; Turner, N. J.; Kerridge, A.; Willetts, A. J.; Crosby, J. Tetrahedron Lett. 1996, 37, 6001.
-
(1996)
Tetrahedron Lett
, vol.37
, pp. 6001
-
-
Maddrell, S.J.1
Turner, N.J.2
Kerridge, A.3
Willetts, A.J.4
Crosby, J.5
-
13
-
-
0021702015
-
-
Lactone 1 (P = TBS) with mp 74-75 °C was obtained in seven steps from (S)-malic acid ester via (S)-butane-1,2,4-triol in an overall yield of 2%: Rosen, T.; Taschner, M. J.; Heathcock, C. H. J. Org. Chem. 1984, 49, 3994.
-
Lactone 1 (P = TBS) with mp 74-75 °C was obtained in seven steps from (S)-malic acid ester via (S)-butane-1,2,4-triol in an overall yield of 2%: Rosen, T.; Taschner, M. J.; Heathcock, C. H. J. Org. Chem. 1984, 49, 3994.
-
-
-
-
14
-
-
49649103874
-
-
D -7.5 and mp 72-74 °C was accessed in 10% overall yield by an eight-step convergent synthesis based on diastereoselective aldol condensation between enzymatically derived chiral sulfoxide auxiliary prepared in two steps and chiral building block derived from (S)-butane-1,2,4-triol: Tang, J.; Brackenridge, I.; Roberts, S. M.; Beecher, J.; Willetts, A. J. Tetrahedron 1995, 57, 13217.
-
D -7.5 and mp 72-74 °C was accessed in 10% overall yield by an eight-step convergent synthesis based on diastereoselective aldol condensation between enzymatically derived chiral sulfoxide auxiliary prepared in two steps and chiral building block derived from (S)-butane-1,2,4-triol: Tang, J.; Brackenridge, I.; Roberts, S. M.; Beecher, J.; Willetts, A. J. Tetrahedron 1995, 57, 13217.
-
-
-
-
15
-
-
0035812832
-
-
D +1.9 and mp 95 °C in nine steps and in 13% overall yield: (a) Ghorpade, S. R.; Kalkote, U. R.; Chavan, S. P.; Bhide, S. R.; Ravindranathan, T.; Puranik, V. G. J. Org. Chem. 2001, 66, 6803.
-
D +1.9 and mp 95 °C in nine steps and in 13% overall yield: (a) Ghorpade, S. R.; Kalkote, U. R.; Chavan, S. P.; Bhide, S. R.; Ravindranathan, T.; Puranik, V. G. J. Org. Chem. 2001, 66, 6803.
-
-
-
-
16
-
-
0035977257
-
-
(b) Kalkote, U. R.; Ghorpade, S. R.; Chavan, S. P.; Ravindranathan, T. J. Org. Chem. 2001, 66, 8277.
-
(2001)
J. Org. Chem
, vol.66
, pp. 8277
-
-
Kalkote, U.R.1
Ghorpade, S.R.2
Chavan, S.P.3
Ravindranathan, T.4
-
17
-
-
33845929620
-
-
D +0.33, mp 96-98 °C in seven steps in 16% overall yield: Tararov, V. I.; Andrushko, N.; Andrushko, V.; König, G.; Spannenberg, A.; Börner, A. Eur. J. Org. Chem. 2006, 5543; and references cited therein.
-
D +0.33, mp 96-98 °C in seven steps in 16% overall yield: Tararov, V. I.; Andrushko, N.; Andrushko, V.; König, G.; Spannenberg, A.; Börner, A. Eur. J. Org. Chem. 2006, 5543; and references cited therein.
-
-
-
-
18
-
-
0033594345
-
-
Hareau, G. P.-J.; Koiwa, M.; Hikichi, S.; Sato, F. J. Am. Chem. Soc. 1999, 121, 3640.
-
(1999)
J. Am. Chem. Soc
, vol.121
, pp. 3640
-
-
Hareau, G.P.-J.1
Koiwa, M.2
Hikichi, S.3
Sato, F.4
-
19
-
-
0036209755
-
-
Yamada, T.; Iritani, M.; Minoura, K.; Numata, A.; Kobayashi, Y.; Wang, Y.-G. J. Antibiot. 2002, 55, 147.
-
(2002)
J. Antibiot
, vol.55
, pp. 147
-
-
Yamada, T.1
Iritani, M.2
Minoura, K.3
Numata, A.4
Kobayashi, Y.5
Wang, Y.-G.6
-
20
-
-
0037053889
-
-
A hint for the preparation of acid 8 from ester 7 with LiOH in 70% yield was given in: Kobayashi, Y.; Wang, Y.-G. Tetrahedron Lett. 2002, 43, 4381.
-
A hint for the preparation of acid 8 from ester 7 with LiOH in 70% yield was given in: Kobayashi, Y.; Wang, Y.-G. Tetrahedron Lett. 2002, 43, 4381.
-
-
-
-
21
-
-
0011242466
-
-
and references cited therein
-
(a) Epstein, W. W.; Sweat, F. W. Chem. Rev. 1967, 67, 247; and references cited therein.
-
(1967)
Chem. Rev
, vol.67
, pp. 247
-
-
Epstein, W.W.1
Sweat, F.W.2
-
23
-
-
0037429063
-
-
(c) Das, S.; Panigrahi, A. K.; Maikap, G. C. Tetrahedron Lett. 2003, 44, 1375.
-
(2003)
Tetrahedron Lett
, vol.44
, pp. 1375
-
-
Das, S.1
Panigrahi, A.K.2
Maikap, G.C.3
-
24
-
-
0026775467
-
-
(a) Bedford, S. B.; Fenton, G.; Knight, D. W.; Shaw, D. Tetrahedron Lett. 1992, 33, 6505.
-
(1992)
Tetrahedron Lett
, vol.33
, pp. 6505
-
-
Bedford, S.B.1
Fenton, G.2
Knight, D.W.3
Shaw, D.4
-
29
-
-
49649102440
-
-
3).
-
3).
-
-
-
-
30
-
-
0020696323
-
-
Cowley, B. R.; Humber, D. C.; Laundon, B.; Long, A. G.; Lynd, A. L. Tetrahedron 1983, 39, 461.
-
(1983)
Tetrahedron
, vol.39
, pp. 461
-
-
Cowley, B.R.1
Humber, D.C.2
Laundon, B.3
Long, A.G.4
Lynd, A.L.5
-
31
-
-
49649091392
-
-
Procedure for the Preparation of, 2S,4R, 4-(tert-Butyldimethylsiloxy)-6-oxotetrahydro-2H-pyran-2-yl]methyl Acetate (11) To the solution of (4R,6S)-4-(tert-butyldimethylsiloxy)-6-(iodomethyl, tetrahydropyran-2-one (2, 40.00 g, 108.0 mmol) in AcOH (660 mL) was added AgOAc (20.03 g, 118.8 mmol, The resultant mixture was then heated at 120-125 °C for 6 h. The reaction mixture was filtered through diatomite filter medium (Celite®, The obtained filtrate was evaporated to afford the residue. To this residue EtOAc (500 mL) and H2O (600 mL) were added. The organic layer was separated and the aqueous layer was washed again with EtOAc (5 × 150 mL, The combined organic layers were washed with H2O (4 × 300 mL, brine (5 × 300 mL) and dried over anhyd MgSO4, filtered, and concentrated under reduced pressure to afford 30.28 g 92.6, of, 2S
-
3).
-
-
-
-
32
-
-
0003463148
-
-
4th ed, John Wiley and Sons: New York, and references cited therein
-
Wuts, P. G. M.; Greene, T. W. Greene's Protective Groups in Organic Synthesis, 4th ed.; John Wiley and Sons: New York, 2007, 223-239; and references cited therein.
-
(2007)
Greene's Protective Groups in Organic Synthesis
, pp. 223-239
-
-
Wuts, P.G.M.1
Greene, T.W.2
-
33
-
-
0035800459
-
-
Orita, A.; Hamada, Y.; Nakano, T.; Toyoshima, S.; Otera, J. Chem. Eur. J. 2001, 7, 3321.
-
(2001)
Chem. Eur. J
, vol.7
, pp. 3321
-
-
Orita, A.1
Hamada, Y.2
Nakano, T.3
Toyoshima, S.4
Otera, J.5
|