-
1
-
-
0015298713
-
-
(a) Kluepfel, D.; Bagli, J.; Baker, H.; Charest, M.-P.; Kudelski, A.; Sehgal, S. N.; Vezina, C. J. Antibiot. 1972, 25, 109-115.
-
(1972)
J. Antibiot
, vol.25
, pp. 109-115
-
-
Kluepfel, D.1
Bagli, J.2
Baker, H.3
Charest, M.-P.4
Kudelski, A.5
Sehgal, S.N.6
Vezina, C.7
-
2
-
-
0015915860
-
-
(b) Bagli, J.; Kluepful, D.; St-Jacques, M. J. Org. Chem. 1973, 38, 1253-1260.
-
(1973)
J. Org. Chem
, vol.38
, pp. 1253-1260
-
-
Bagli, J.1
Kluepful, D.2
St-Jacques, M.3
-
3
-
-
0000544502
-
-
(a) Aragozzini, F.; Manachini, P. L.; Craven, R.; Rindone, R.; Scolastico, C. Tetrahedron 1972, 13, 5493-5498.
-
(1972)
Tetrahedron
, vol.13
, pp. 5493-5498
-
-
Aragozzini, F.1
Manachini, P.L.2
Craven, R.3
Rindone, R.4
Scolastico, C.5
-
5
-
-
0028372227
-
-
Fujita, T.; Inoue, K.; Yamamoto, S.; Ikumoto, T.; Sasaki, S.; Toyama, R.; Chiba, K.; Hoshino, Y.; Okumoto, T. J. Antibiot. 1994, 47, 208-215.
-
(1994)
J. Antibiot
, vol.47
, pp. 208-215
-
-
Fujita, T.1
Inoue, K.2
Yamamoto, S.3
Ikumoto, T.4
Sasaki, S.5
Toyama, R.6
Chiba, K.7
Hoshino, Y.8
Okumoto, T.9
-
6
-
-
0029075192
-
-
(a) Miyake, Y.; Kozutsumi, Y.; Nakamura, S.; Fujita, T.; Kawasaki, T. Biochem. Biophys. Res. Commun. 1995, 211, 396-403.
-
(1995)
Biochem. Biophys. Res. Commun
, vol.211
, pp. 396-403
-
-
Miyake, Y.1
Kozutsumi, Y.2
Nakamura, S.3
Fujita, T.4
Kawasaki, T.5
-
7
-
-
0033117634
-
-
(b) Chen, J. K.; Lane, W. S.; Schreiber, S. L. Chem. Biol. 1999, 6, 221-235.
-
(1999)
Chem. Biol
, vol.6
, pp. 221-235
-
-
Chen, J.K.1
Lane, W.S.2
Schreiber, S.L.3
-
8
-
-
38949104822
-
-
Glaros, E. N.; Kim, W. S.; Quinn, C. M.; Jessup, W.; Rye, K.-A.; Garner, B. J. Lipid. Res. 2008, 49, 324-331.
-
(2008)
J. Lipid. Res
, vol.49
, pp. 324-331
-
-
Glaros, E.N.1
Kim, W.S.2
Quinn, C.M.3
Jessup, W.4
Rye, K.-A.5
Garner, B.6
-
9
-
-
33747172279
-
-
For a useful review of synthetic approaches to serine palmitoyl transferase inhibitors, see
-
For a useful review of synthetic approaches to serine palmitoyl transferase inhibitors, see: Byun, H. S.; Lu, X.; Bittman, R. Synthesis 2006, 2447-2474.
-
(2006)
Synthesis
, pp. 2447-2474
-
-
Byun, H.S.1
Lu, X.2
Bittman, R.3
-
10
-
-
0020422494
-
-
(a) Banfi, L.; Beretta, M. G.; Colombo, L.; Gennari, C.; Scolastico, C. J. Chem. Soc., Chem. Commun. 1982, 488-490.
-
(1982)
J. Chem. Soc., Chem. Commun
, pp. 488-490
-
-
Banfi, L.1
Beretta, M.G.2
Colombo, L.3
Gennari, C.4
Scolastico, C.5
-
11
-
-
37049105949
-
-
(b) Banfi, L.; Beretta, M. G.; Colombo, L.; Gennari, C.; Scolastico, C. J. Chem. Soc., Perkin Trans. 1 1983, 1613-1619.
-
(1983)
J. Chem. Soc., Perkin Trans. 1
, pp. 1613-1619
-
-
Banfi, L.1
Beretta, M.G.2
Colombo, L.3
Gennari, C.4
Scolastico, C.5
-
12
-
-
2142819132
-
-
For a synthesis of anhydromyriocin using an essentially nonselective Strecker reaction, see
-
(c) For a synthesis of anhydromyriocin using an essentially nonselective Strecker reaction, see: Just, G.; Fayette, D. R. Tetrahedron Lett. 1980, 21, 3219-3222.
-
(1980)
Tetrahedron Lett
, vol.21
, pp. 3219-3222
-
-
Just, G.1
Fayette, D.R.2
-
13
-
-
0027475662
-
-
Rao, A. V. R.; Gurjar, M. K.; Devi, T. R.; Kumar, K. R. Tetrahedron Lett. 1993, 34, 1653-1656.
-
(1993)
Tetrahedron Lett
, vol.34
, pp. 1653-1656
-
-
Rao, A.V.R.1
Gurjar, M.K.2
Devi, T.R.3
Kumar, K.R.4
-
14
-
-
0030778622
-
-
Hatakeyama, S.; Yoshida, M.; Esumi, T.; Iwabuchi, Y.; Irie, H.; Kawamoto, T.; Yamada, H.; Nishizawa, M. Tetrahedron Lett. 1997, 38, 7887-7890.
-
(1997)
Tetrahedron Lett
, vol.38
, pp. 7887-7890
-
-
Hatakeyama, S.1
Yoshida, M.2
Esumi, T.3
Iwabuchi, Y.4
Irie, H.5
Kawamoto, T.6
Yamada, H.7
Nishizawa, M.8
-
15
-
-
0028298611
-
-
(a) Deloisy, S.; Thang, T. T.; Olesker, A.; Lukacs, G. Tetrahedron Lett. 1994, 35, 4783-4786.
-
(1994)
Tetrahedron Lett
, vol.35
, pp. 4783-4786
-
-
Deloisy, S.1
Thang, T.T.2
Olesker, A.3
Lukacs, G.4
-
16
-
-
0008071740
-
-
(b) Deloisy, S.; Thang, T. T.; Olesker, A.; Lukacs, G. Bull. Chim. Soc. Fr. 1996, 133, 581-585.
-
(1996)
Bull. Chim. Soc. Fr
, vol.133
, pp. 581-585
-
-
Deloisy, S.1
Thang, T.T.2
Olesker, A.3
Lukacs, G.4
-
17
-
-
0028198131
-
-
(a) Yoshikawa, M.; Yokokawa, Y.; Okuno, Y.; Murakami, N. Chem. Pharm. Bull. 1994, 42, 994-996.
-
(1994)
Chem. Pharm. Bull
, vol.42
, pp. 994-996
-
-
Yoshikawa, M.1
Yokokawa, Y.2
Okuno, Y.3
Murakami, N.4
-
18
-
-
0029035425
-
-
(b) Yoshikawa, M.; Yokokawa, Y.; Okuno. Y.; Murakami, N. Tetrahedron 1995, 51, 6209-6228.
-
(1995)
Tetrahedron
, vol.51
, pp. 6209-6228
-
-
Yoshikawa, M.1
Yokokawa, Y.2
Okuno, Y.3
Murakami, N.4
-
19
-
-
0028900956
-
-
Sano, S.; Kobayashi, Y.; Kondo, T.; Takebayashi, M.; Maruyama, S.; Fujita, T.; Nagao, Y. Tetrahedron Lett. 1995, 36, 2097-2100.
-
(1995)
Tetrahedron Lett
, vol.36
, pp. 2097-2100
-
-
Sano, S.1
Kobayashi, Y.2
Kondo, T.3
Takebayashi, M.4
Maruyama, S.5
Fujita, T.6
Nagao, Y.7
-
20
-
-
0037121588
-
-
Lee, K.-Y.; Oh, C.-Y.; Kim, Y.-H.; Joo, J.-E.; Ham, W.-H. Tetrahedron Lett. 2002, 43, 9361-9363.
-
(2002)
Tetrahedron Lett
, vol.43
, pp. 9361-9363
-
-
Lee, K.-Y.1
Oh, C.-Y.2
Kim, Y.-H.3
Joo, J.-E.4
Ham, W.-H.5
-
22
-
-
0036391367
-
-
(b) Oishi, T.; Ando, K.; Inomiya, K.; Sato, H.; Iida, M.; Chida, N. Bull. Chem. Soc. Jpn. 2002, 75, 1927-1947.
-
(2002)
Bull. Chem. Soc. Jpn
, vol.75
, pp. 1927-1947
-
-
Oishi, T.1
Ando, K.2
Inomiya, K.3
Sato, H.4
Iida, M.5
Chida, N.6
-
24
-
-
33845964996
-
-
Jones, M. C; Marsden, S. P.; Muñoz-Subtil, D. M. Org. Lett. 2006, 8, 5509-5512.
-
(2006)
Org. Lett
, vol.8
, pp. 5509-5512
-
-
Jones, M.C.1
Marsden, S.P.2
Muñoz-Subtil, D.M.3
-
25
-
-
0344104899
-
-
For related approaches to quaternary vinylglycines from dehydroamino acids, see: a
-
For related approaches to quaternary vinylglycines from dehydroamino acids, see: (a) Seebach, D.; Buerger, H. M.; Schickli, C. P. Liebigs. Ann. Chem. 1991, 669-684.
-
(1991)
Liebigs. Ann. Chem
, pp. 669-684
-
-
Seebach, D.1
Buerger, H.M.2
Schickli, C.P.3
-
26
-
-
0034685731
-
-
(b) Berkowitz, D. B.; McFadden, J. M.; Sloss, M. K. J. Org. Chem. 2000, 65, 2907-2918.
-
(2000)
J. Org. Chem
, vol.65
, pp. 2907-2918
-
-
Berkowitz, D.B.1
McFadden, J.M.2
Sloss, M.K.3
-
27
-
-
61349149612
-
-
2 was inferred to be of 95:5 dr, by reductive cyclization of the ester and comparison (90% ee) to racemic oxazolidinone. See ref 16
-
2 was inferred to be of 95:5 dr, by reductive cyclization of the ester and comparison (90% ee) to racemic oxazolidinone. See ref 16.
-
-
-
-
28
-
-
61349166177
-
-
See Supporting Information for details
-
See Supporting Information for details.
-
-
-
-
29
-
-
0028567171
-
-
(a) Yoshikawa, M.; Yokokawa, Y.; Okuno, Y.; Yagi, N.; Murakami, N. Chem. Pharm. Bull. 1994, 42, 2662-2664.
-
(1994)
Chem. Pharm. Bull
, vol.42
, pp. 2662-2664
-
-
Yoshikawa, M.1
Yokokawa, Y.2
Okuno, Y.3
Yagi, N.4
Murakami, N.5
-
30
-
-
0028864253
-
-
(b) Yoshikawa, M.; Yokokawa, Y.; Okuno, Y.; Yagi, N.; Murakami, N. Chem. Pharm. Bull. 1995, 43, 1647-1653.
-
(1995)
Chem. Pharm. Bull
, vol.43
, pp. 1647-1653
-
-
Yoshikawa, M.1
Yokokawa, Y.2
Okuno, Y.3
Yagi, N.4
Murakami, N.5
-
32
-
-
0037038993
-
-
For reviews of the Julia-Kocienski olefination, see: a
-
For reviews of the Julia-Kocienski olefination, see: (a) Blakemore, P. R. J. Chem. Soc., Perkin Trans. 1 2002, 2563-2585.
-
(2002)
J. Chem. Soc., Perkin Trans. 1
, pp. 2563-2585
-
-
Blakemore, P.R.1
-
33
-
-
33847221746
-
-
(b) Plesniak, K.; Zarecki, A.; Wicha, J. Top. Curr. Chem. 2007, 27, 163-250.
-
(2007)
Top. Curr. Chem
, vol.27
, pp. 163-250
-
-
Plesniak, K.1
Zarecki, A.2
Wicha, J.3
-
34
-
-
33645533811
-
-
Hayes, C. J.; Bradley, D. M.; Thomson, N. M. J. Org. Chem. 2006, 71, 2661-2665.
-
(2006)
J. Org. Chem
, vol.71
, pp. 2661-2665
-
-
Hayes, C.J.1
Bradley, D.M.2
Thomson, N.M.3
-
35
-
-
34248356824
-
-
(a) Shinada, T.; Ikebe, E.; Oe, K.; Namba, K.; Kawasaki, M.; Ohfune, Y. Org. Lett. 2007, 9, 1765-1767.
-
(2007)
Org. Lett
, vol.9
, pp. 1765-1767
-
-
Shinada, T.1
Ikebe, E.2
Oe, K.3
Namba, K.4
Kawasaki, M.5
Ohfune, Y.6
-
36
-
-
25444457793
-
-
(b) Kawasaki, M.; Shinada, T.; Hamada, M.; Ohfune, Y. Org. Lett. 2005, 7, 4165-4167.
-
(2005)
Org. Lett
, vol.7
, pp. 4165-4167
-
-
Kawasaki, M.1
Shinada, T.2
Hamada, M.3
Ohfune, Y.4
-
37
-
-
29044436176
-
-
(66:34 dr): Trost, B. M.; Jiang, C.; Hammer, K. Synthesis 2005, 3335-3345.
-
(c) (66:34 dr): Trost, B. M.; Jiang, C.; Hammer, K. Synthesis 2005, 3335-3345.
-
-
-
-
38
-
-
0037453330
-
-
(d) Avenoza, A.; Busto, J. H.; Corzana, F.; Peregrina, J. M.; Sucunza, D.; Zurbano, M. M. Tetrahedron: Asymmetry 2003, 14, 1037-1043.
-
(2003)
Tetrahedron: Asymmetry
, vol.14
, pp. 1037-1043
-
-
Avenoza, A.1
Busto, J.H.2
Corzana, F.3
Peregrina, J.M.4
Sucunza, D.5
Zurbano, M.M.6
-
39
-
-
0035808865
-
-
(e) Donohoe, T. J.; Winter, J. G.; Helliwell, M.; Stemp, G. Tetrahedron Lett. 2001, 42, 971-974.
-
(2001)
Tetrahedron Lett
, vol.42
, pp. 971-974
-
-
Donohoe, T.J.1
Winter, J.G.2
Helliwell, M.3
Stemp, G.4
-
41
-
-
0035852114
-
-
For dihydroxylation of a quaternary vinylglycine bearing a chiral secondary allylic acetate at the other olefin terminus 70:30 dr, see: Trost, B. M, Lee, C. J. Am. Chem. Soc. 2001, 123, 12191-12201
-
For dihydroxylation of a quaternary vinylglycine bearing a chiral secondary allylic acetate at the other olefin terminus (70:30 dr), see: Trost, B. M.; Lee, C. J. Am. Chem. Soc. 2001, 123, 12191-12201.
-
-
-
-
42
-
-
0000711840
-
-
Wai, J. S. M.; Marko, I.; Svendsen, J. S.; Finn, M. G.; Jacobsen, E. N.; Sharpless, K. B. J. Am. Chem. Soc. 1989, 111, 1123-1125.
-
(1989)
J. Am. Chem. Soc
, vol.111
, pp. 1123-1125
-
-
Wai, J.S.M.1
Marko, I.2
Svendsen, J.S.3
Finn, M.G.4
Jacobsen, E.N.5
Sharpless, K.B.6
-
43
-
-
0001015191
-
-
Sharpless, K. B.; Amberg, W.; Beller, M.; Chen, H.; Hartung, J.; Kawanami, Y.; Lubben, D.; Manoury, E.; Ogino, Y.; Shibata, T.; Ukita, T. J. Org. Chem. 1991, 56, 4585-4588.
-
(1991)
J. Org. Chem
, vol.56
, pp. 4585-4588
-
-
Sharpless, K.B.1
Amberg, W.2
Beller, M.3
Chen, H.4
Hartung, J.5
Kawanami, Y.6
Lubben, D.7
Manoury, E.8
Ogino, Y.9
Shibata, T.10
Ukita, T.11
-
44
-
-
61349122963
-
-
1: 16 linear steps from 4, compared with the shortest previous stereoselective route of 16 steps from (Z)-but-2-ene-1,4-diol (ref 12). 7: 11 linear steps to 7 (isolated as 11) from 4, compared with 16 steps to 7 from 2-deoxy-D-glucose (ref 20).
-
1: 16 linear steps from 4, compared with the shortest previous stereoselective route of 16 steps from (Z)-but-2-ene-1,4-diol (ref 12). 7: 11 linear steps to 7 (isolated as 11) from 4, compared with 16 steps to 7 from 2-deoxy-D-glucose (ref 20).
-
-
-
|