-
1
-
-
77954241802
-
-
Isolation:
-
Isolation:
-
-
-
-
3
-
-
77954242707
-
-
Structural characterization:
-
Structural characterization:
-
-
-
-
6
-
-
77954242741
-
-
U.S. Patent 4
-
Traxler, P.; Gruner, J.; Nuesch, J. U.S. Patent 4,278,665, 1981.
-
(1981)
, vol.278
, pp. 665
-
-
Traxler, P.1
Gruner, J.2
Nuesch, J.3
-
14
-
-
0025335508
-
-
D.M. Schmatz, M.A. Romancheck, L.A. Pittarelli, R.E. Schwartz, R.A. Fromtling, K.H. Nollstadt, F.L. Vanmiddlesworth, K.E. Wilson, and M.J. Turner Proc. Natl. Acad. Sci. U.S.A. 87 1990 5950 5954
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(1990)
Proc. Natl. Acad. Sci. U.S.A.
, vol.87
, pp. 5950-5954
-
-
Schmatz, D.M.1
Romancheck, M.A.2
Pittarelli, L.A.3
Schwartz, R.E.4
Fromtling, R.A.5
Nollstadt, K.H.6
Vanmiddlesworth, F.L.7
Wilson, K.E.8
Turner, M.J.9
-
16
-
-
77954243126
-
-
U.S. Patent 5
-
Schmatz, D. M. U.S. Patent 5,089,478, 1992.
-
(1992)
, vol.89
, pp. 478
-
-
Schmatz, D.M.1
-
17
-
-
0026651621
-
-
K. Bartizal, G. Abruzzo, C. Trainor, D. Krupa, K. Nollstadt, D. Schmartz, R. Schwartz, M. Hammond, J. Balkovec, and F. Vanmiddlesworth Antimicrob. Agents Chemother. 36 1992 1648 1657
-
(1992)
Antimicrob. Agents Chemother.
, vol.36
, pp. 1648-1657
-
-
Bartizal, K.1
Abruzzo, G.2
Trainor, C.3
Krupa, D.4
Nollstadt, K.5
Schmartz, D.6
Schwartz, R.7
Hammond, M.8
Balkovec, J.9
Vanmiddlesworth, F.10
-
18
-
-
77954243631
-
-
U.S. Patent 4
-
Traxler, P. U.S. Patent 4,374,129, 1983.
-
(1983)
, vol.374
, pp. 129
-
-
Traxler, P.1
-
19
-
-
77954243311
-
-
For L-687, 781 see:
-
For L-687, 781 see:
-
-
-
-
20
-
-
17044460854
-
-
F. VanMiddlesworth, M.N. Olmstead, D. Schmatz, K. Bartizal, R. Fromling, G. Bills, K. Nollstadt, S. Honeycutt, M. Zweerink, G. Garrity, and K. Wilson J. Antibiot. 44 1991 45 51
-
(1991)
J. Antibiot.
, vol.44
, pp. 45-51
-
-
Vanmiddlesworth, F.1
Olmstead, M.N.2
Schmatz, D.3
Bartizal, K.4
Fromling, R.5
Bills, G.6
Nollstadt, K.7
Honeycutt, S.8
Zweerink, M.9
Garrity, G.10
Wilson, K.11
-
21
-
-
0027404563
-
-
R. Kaneto, H. Chiba, H. Agematu, N. Shibamoto, T. Yoshioka, H. Nishida, and R. Okamoto J. Antibiot. 46 1993 247 250
-
(1993)
J. Antibiot.
, vol.46
, pp. 247-250
-
-
Kaneto, R.1
Chiba, H.2
Agematu, H.3
Shibamoto, N.4
Yoshioka, T.5
Nishida, H.6
Okamoto, R.7
-
22
-
-
77954245008
-
-
For Mer-WF3010 see:
-
For Mer-WF3010 see:
-
-
-
-
23
-
-
0027450007
-
-
H. Chiba, R. Kaneto, H. Agematu, N. Shibamoto, T. Yoshioka, H. Nishida, and R. Okamoto J. Antibiot. 46 1993 356 358
-
(1993)
J. Antibiot.
, vol.46
, pp. 356-358
-
-
Chiba, H.1
Kaneto, R.2
Agematu, H.3
Shibamoto, N.4
Yoshioka, T.5
Nishida, H.6
Okamoto, R.7
-
24
-
-
77954243995
-
-
For BU-4794F see:
-
For BU-4794F see:
-
-
-
-
25
-
-
0027236213
-
-
M. Aoki, T. Andoh, T. Ueki, S. Masuyoshi, K. Sugawara, and T. Oki J. Antibiot. 46 1993 952 960
-
(1993)
J. Antibiot.
, vol.46
, pp. 952-960
-
-
Aoki, M.1
Andoh, T.2
Ueki, T.3
Masuyoshi, S.4
Sugawara, K.5
Oki, T.6
-
26
-
-
77954244149
-
-
For Saricandin see:
-
For Saricandin see:
-
-
-
-
27
-
-
0030171181
-
-
R.H. Chen, S. Tennant, D. Frost, M.J. O'Beirne, J.P. Karwowski, P.E. Humphrey, L.H. Malmberg, W. Choi, K.D. Brandt, P. West, S.K. Kadam, J.J. Clement, and J.B. McAlpine J. Antibiot. 49 1996 596 598
-
(1996)
J. Antibiot.
, vol.49
, pp. 596-598
-
-
Chen, R.H.1
Tennant, S.2
Frost, D.3
O'Beirne, M.J.4
Karwowski, J.P.5
Humphrey, P.E.6
Malmberg, L.H.7
Choi, W.8
Brandt, K.D.9
West, P.10
Kadam, S.K.11
Clement, J.J.12
McAlpine, J.B.13
-
28
-
-
77954241928
-
-
For chaetiacandin see:
-
For chaetiacandin see:
-
-
-
-
31
-
-
77954243220
-
-
For F-10748 A1, A2, B1,B2, C1, C2, D1, and D2 see:
-
For F-10748 A1, A2, B1,B2, C1, C2, D1, and D2 see:
-
-
-
-
32
-
-
0036671348
-
-
T. Ohyama, Y. Iwadate-Kurihara, T. Hosoya, T. Ishikawa, S. Miyakoshi, K. Hamano, and M. Inukai J. Antibiot. 55 2002 758 763
-
(2002)
J. Antibiot.
, vol.55
, pp. 758-763
-
-
Ohyama, T.1
Iwadate-Kurihara, Y.2
Hosoya, T.3
Ishikawa, T.4
Miyakoshi, S.5
Hamano, K.6
Inukai, M.7
-
33
-
-
77954244254
-
-
U.S. Patent 4
-
Traxler, P. U.S. Patent 4,251,517, 1981.
-
(1981)
, vol.251
, pp. 517
-
-
Traxler, P.1
-
34
-
-
77954244866
-
-
For arylglycoside synthesis see:
-
For arylglycoside synthesis see:
-
-
-
-
52
-
-
77954243630
-
-
For the total synthesis of papulacandin D see:
-
For the total synthesis of papulacandin D see:
-
-
-
-
56
-
-
77954244166
-
-
U.S. Patent 6 May 30
-
Hitchcock, S. A.; Chafig, H.; Sanchez-Martinez, C.; Esteban, A. R. U.S. Patent 6,069,238 May 30, 2000.
-
(2000)
, vol.69
, pp. 238
-
-
Hitchcock, S.A.1
Chafig, H.2
Sanchez-Martinez, C.3
Esteban, A.R.4
-
65
-
-
0030808397
-
-
K.C. Niclaou, J.M. Ramanjulu, S. Natarajan, S. Brase, H. Li, C.N.C. Boddy, and F. Rubsam Chem. Commun. 1997 1899 1900
-
(1997)
Chem. Commun.
, pp. 1899-1900
-
-
Niclaou, K.C.1
Ramanjulu, J.M.2
Natarajan, S.3
Brase, S.4
Li, H.5
Boddy, C.N.C.6
Rubsam, F.7
-
66
-
-
77954244148
-
-
See Supplementary data for the synthesis of 9.
-
See Supplementary data for the synthesis of 9.
-
-
-
-
68
-
-
0000829444
-
-
A. Fernandez-Mayoralas, A. Marra, M. Trumtel, A. Veyrieres, and P. Siney Tetrahedron Lett. 30 1989 2537 2540
-
(1989)
Tetrahedron Lett.
, vol.30
, pp. 2537-2540
-
-
Fernandez-Mayoralas, A.1
Marra, A.2
Trumtel, M.3
Veyrieres, A.4
Siney, P.5
-
69
-
-
0343973729
-
-
A. Fernandez-Mayoralas, A. Marra, M. Trumtel, A. Veyrieres, and P. Siney Carbohydr. Res. 188 1989 81 95
-
(1989)
Carbohydr. Res.
, vol.188
, pp. 81-95
-
-
Fernandez-Mayoralas, A.1
Marra, A.2
Trumtel, M.3
Veyrieres, A.4
Siney, P.5
-
70
-
-
0141461188
-
-
C. Jäkel, and K.H. Dötz J. Organomet. Chem. 624 2001 172 185 Although the glycal actonide can be prepared from glucose via triacetyl glycal, but is low yielding
-
(2001)
J. Organomet. Chem.
, vol.624
, pp. 172-185
-
-
Jäkel, C.1
Dötz, K.H.2
-
73
-
-
77954244381
-
-
Direct formation of silanol from metalation of glucals and trapping with hexamethylcyclotrisiloxane the yields and scale were irreproducible.
-
Direct formation of silanol from metalation of glucals and trapping with hexamethylcyclotrisiloxane the yields and scale were irreproducible.
-
-
-
-
76
-
-
77954242888
-
-
For the preparation of protected aromatic iodides see Supplementary data.
-
For the preparation of protected aromatic iodides see Supplementary data.
-
-
-
-
80
-
-
77954245024
-
-
It was found through deuterium incorporation experiments 1.0-1.5 equiv t-BuLi was sufficient to effect the lithiation at C(1), see Supplementary data.
-
It was found through deuterium incorporation experiments 1.0-1.5 equiv t-BuLi was sufficient to effect the lithiation at C(1), see Supplementary data.
-
-
-
-
81
-
-
1442348921
-
-
Y. Lee, D. Seomoon, S. Kim, H. Han, S. Chang, and P. Lee J. Org. Chem. 69 2004 1741 1743
-
(2004)
J. Org. Chem.
, vol.69
, pp. 1741-1743
-
-
Lee, Y.1
Seomoon, D.2
Kim, S.3
Han, H.4
Chang, S.5
Lee, P.6
-
82
-
-
77954243297
-
-
Attempts to trap C(1)-lithio 41 with dichlorodimethylsilane, followed by hydrolysis of the corresponding chlorosilane, under pH 5.0 buffered aqueous conditions, gave disiloxane as the sole product.
-
Attempts to trap C(1)-lithio 41 with dichlorodimethylsilane, followed by hydrolysis of the corresponding chlorosilane, under pH 5.0 buffered aqueous conditions, gave disiloxane as the sole product.
-
-
-
-
83
-
-
77954243016
-
-
This type of nonoxidative spiroketalization was observed with 57 in the presence of acidic media.
-
This type of nonoxidative spiroketalization was observed with 57 in the presence of acidic media.
-
-
-
-
84
-
-
77954244012
-
-
The 82% yield was consistently reproducible on both 1.0-5.0 mmol scales.
-
The 82% yield was consistently reproducible on both 1.0-5.0 mmol scales.
-
-
-
-
88
-
-
77954243601
-
-
TMS/ethanol:
-
TMS/ethanol:
-
-
-
-
90
-
-
77954242451
-
-
SEM-Cl:
-
SEM-Cl:
-
-
-
-
96
-
-
77954242907
-
-
Grubbs' second-generation catalysts: (1,3-bis-(2,4,6-trimethylphenyl)-2- imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium.
-
Grubbs' second-generation catalysts: (1,3-bis-(2,4,6-trimethylphenyl)-2- imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium.
-
-
-
-
103
-
-
0030889136
-
-
D. Meng, D.-S. Su, A. Balog, P. Bertinato, E.J. Sorensen, S.J. Danishefsky, Y.-H. Zheng, T.-C. Chou, L. He, and S.B. Horwitz J. Am. Chem. Soc. 119 1997 2733 2734
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 2733-2734
-
-
Meng, D.1
Su, D.-S.2
Balog, A.3
Bertinato, P.4
Sorensen, E.J.5
Danishefsky, S.J.6
Zheng, Y.-H.7
Chou, T.-C.8
He, L.9
Horwitz, S.B.10
-
107
-
-
77954243362
-
-
Salt free conditions:
-
Salt free conditions:
-
-
-
-
109
-
-
33644517591
-
-
S.E. Denmark, J. Fu, D.M. Coe, X. Su, N. Pratt, and B.D. Griedel J. Org. Chem. 71 2006 1513 1522
-
(2006)
J. Org. Chem.
, vol.71
, pp. 1513-1522
-
-
Denmark, S.E.1
Fu, J.2
Coe, D.M.3
Su, X.4
Pratt, N.5
Griedel, B.D.6
-
111
-
-
77954241993
-
-
Commercially available geraniol was enriched by spinning band distillation (GC analysis 99.8% geraniol/0.2% nerol)
-
Commercially available geraniol was enriched by spinning band distillation (GC analysis 99.8% geraniol/0.2% nerol)
-
-
-
-
112
-
-
0001317451
-
-
H. Takaya, T. Ohta, S. -I. Inoue, M. Tokunaga, M. Kitamura, and R. Noyori Org. Synth. 72 1995 74 85
-
(1995)
Org. Synth.
, vol.72
, pp. 74-85
-
-
Takaya, H.1
Ohta, T.2
S, -I.I.3
Tokunaga, M.4
Kitamura, M.5
Noyori, R.6
-
113
-
-
33845281684
-
-
H. Takaya, K. Mashima, K. Koyano, M. Yagi, H. Kumobayashi, T. Taketomi, S. Akutagawa, and R. Noyori J. Am. Chem. Soc. 109 1987 1596 1597
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 1596-1597
-
-
Takaya, H.1
Mashima, K.2
Koyano, K.3
Yagi, M.4
Kumobayashi, H.5
Taketomi, T.6
Akutagawa, S.7
Noyori, R.8
-
116
-
-
77954243326
-
-
See Supplementary data for a complete list of chemical shift data.
-
See Supplementary data for a complete list of chemical shift data.
-
-
-
-
117
-
-
0001616071
-
-
J. Inanaga, K. Hirata, H. Saeki, T. Katsuski, and M. Yamaguchi Bull. Chem. Soc. Jpn. 52 1979 1989 1993
-
(1979)
Bull. Chem. Soc. Jpn.
, vol.52
, pp. 1989-1993
-
-
Inanaga, J.1
Hirata, K.2
Saeki, H.3
Katsuski, T.4
Yamaguchi, M.5
-
118
-
-
77954244950
-
-
Removal of SEM from alcohols: CsF, HMPA:
-
Removal of SEM from alcohols: CsF, HMPA:
-
-
-
-
120
-
-
77954244505
-
-
TFA
-
TFA..:
-
-
-
-
122
-
-
77954244848
-
-
Ammonium flouride sources in HMPA or THF:
-
Ammonium flouride sources in HMPA or THF:
-
-
-
-
124
-
-
77954242433
-
-
TBAF, MS4 and, DMPU:
-
TBAF, MS4, DMPU:
-
-
-
-
126
-
-
77954241867
-
-
2O:
-
2O:
-
-
-
-
128
-
-
77954242628
-
-
2O:
-
2O:
-
-
-
-
130
-
-
77954242643
-
-
2O:
-
2O:
-
-
-
-
132
-
-
77954243195
-
-
2:
-
2:
-
-
-
-
134
-
-
77954242840
-
-
2O:
-
2O:
-
-
-
-
136
-
-
77954242283
-
-
SEM deprotection from phenol:
-
SEM deprotection from phenol:
-
-
-
-
138
-
-
77954244628
-
-
4:
-
4:
-
-
-
-
140
-
-
77954242096
-
-
4:
-
4:
-
-
-
-
142
-
-
77954242700
-
-
TBAF, MS4 and, DMPU:
-
TBAF, MS4, DMPU:
-
-
-
-
144
-
-
77954242390
-
-
HCl
-
HCl,.:
-
-
-
-
146
-
-
77954242085
-
-
Anhydrous TBAF:
-
Anhydrous TBAF:
-
-
-
-
148
-
-
77954244345
-
-
3CN:
-
3CN:
-
-
-
-
150
-
-
77954243829
-
-
2, hν:
-
2, hν:
-
-
-
-
152
-
-
77954241937
-
-
Preparation of trialkylsilyloxymethyl chlorides:
-
Preparation of trialkylsilyloxymethyl chlorides:
-
-
-
-
153
-
-
0032884788
-
-
S. Pitsch, P.A. Weiss, X. Wu, D. Ackermann, and T. Honegger Helv. Chim. Acta 82 1999 1753 1761
-
(1999)
Helv. Chim. Acta
, vol.82
, pp. 1753-1761
-
-
Pitsch, S.1
Weiss, P.A.2
Wu, X.3
Ackermann, D.4
Honegger, T.5
-
154
-
-
0035692119
-
-
S. Pitsch, P.A. Weiss, L. Jenny, A. Stutz, and X. Wu Helv. Chim. Acta 84 2001 3773 3795
-
(2001)
Helv. Chim. Acta
, vol.84
, pp. 3773-3795
-
-
Pitsch, S.1
Weiss, P.A.2
Jenny, L.3
Stutz, A.4
Wu, X.5
-
156
-
-
77954242721
-
-
See Supplementary data for the preparation of the buffered HF solutions.
-
See Supplementary data for the preparation of the buffered HF solutions.
-
-
-
|