-
1
-
-
0015167768
-
-
This macrolide was given different names by different isolation teams; for a survey of this early history and for the unambiguous elucidation of the stereostructure of 1, see
-
This macrolide was given different names by different isolation teams; for a survey of this early history and for the unambiguous elucidation of the stereostructure of 1, see:, H. P. Weber, D. Hauser, H. P. Sigg, Helv. Chim. Acta 1971, 54, 2763-2766.
-
(1971)
Helv. Chim. Acta
, vol.54
, pp. 2763-2766
-
-
Weber, H.P.1
Hauser, D.2
Sigg, H.P.3
-
3
-
-
0036851186
-
-
A. Nebenführ, C. Ritzenthaler, D. G. Robinson, Plant Physiol. 2002, 130, 1102-1108
-
(2002)
Plant Physiol.
, vol.130
, pp. 1102-1108
-
-
Nebenführ, A.1
Ritzenthaler, C.2
Robinson, D.G.3
-
5
-
-
0026561901
-
-
R. D. Klausner, J. G. Donaldson, J. Lippincott-Schwartz, J. Cell Biol. 1992, 116, 1071-1080
-
(1992)
J. Cell Biol.
, vol.116
, pp. 1071-1080
-
-
Klausner, R.D.1
Donaldson, J.G.2
Lippincott-Schwartz, J.3
-
8
-
-
0026677375
-
-
J. G. Donaldson, D. Finazzi, R. D. Klausner, Nature 1992, 360, 350-352.
-
(1992)
Nature
, vol.360
, pp. 350-352
-
-
Donaldson, J.G.1
Finazzi, D.2
Klausner, R.D.3
-
10
-
-
0346243924
-
-
L. Renault, B. Guibert, J. Cherfils, Nature 2003, 426, 525-530
-
(2003)
Nature
, vol.426
, pp. 525-530
-
-
Renault, L.1
Guibert, B.2
Cherfils, J.3
-
11
-
-
0348047597
-
-
E. Mossessova, R. A. Corpina, J. Goldberg, Mol. Cell 2003, 12, 1403-1411.
-
(2003)
Mol. Cell
, vol.12
, pp. 1403-1411
-
-
Mossessova, E.1
Corpina, R.A.2
Goldberg, J.3
-
12
-
-
85028134389
-
-
The Supporting Information provides a tabular survey of the known approaches
-
The Supporting Information provides a tabular survey of the known approaches.
-
-
-
-
14
-
-
0017408945
-
-
E. J. Corey, R. H. Wollenberg, D. R. Williams, Tetrahedron Lett. 1977, 18, 2243-2246
-
(1977)
Tetrahedron Lett.
, vol.18
, pp. 2243-2246
-
-
Corey, E.J.1
Wollenberg, R.H.2
Williams, D.R.3
-
15
-
-
33847087698
-
-
A. E. Greene, C. Le Drian, P. Crabbé, J. Am. Chem. Soc. 1980, 102, 7583-7584
-
(1980)
J. Am. Chem. Soc.
, vol.102
, pp. 7583-7584
-
-
Greene, A.E.1
Le Drian, C.2
Crabbé, P.3
-
17
-
-
84985598236
-
-
Y. Köksal, P. Raddatz, E. Winterfeldt, Angew. Chem. Int. Ed. Engl. 1980, 19, 472-473
-
(1980)
Angew. Chem. Int. Ed. Engl.
, vol.19
, pp. 472-473
-
-
Köksal, Y.1
Raddatz, P.2
Winterfeldt, E.3
-
18
-
-
0019210012
-
-
Angew. Chem. 1980, 92, 486-487
-
(1980)
Angew. Chem.
, vol.92
, pp. 486-487
-
-
-
19
-
-
0019521675
-
-
M. Honda, K. Hirata, H. Sueoka, T. Katsuki, M. Yamaguchi, Tetrahedron Lett. 1981, 22, 2679-2682
-
(1981)
Tetrahedron Lett.
, vol.22
, pp. 2679-2682
-
-
Honda, M.1
Hirata, K.2
Sueoka, H.3
Katsuki, T.4
Yamaguchi, M.5
-
21
-
-
0025880985
-
-
D. F. Taber, L. J. Silverberg, E. D. Robinson, J. Am. Chem. Soc. 1991, 113, 6639-6645
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 6639-6645
-
-
Taber, D.F.1
Silverberg, L.J.2
Robinson, E.D.3
-
22
-
-
0025854913
-
-
J. Nokami, M. Ohkura, Y. Dan-Oh, Y. Sakamoto, Tetrahedron Lett. 1991, 32, 2409-2412
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 2409-2412
-
-
Nokami, J.1
Ohkura, M.2
Dan-Oh, Y.3
Sakamoto, Y.4
-
24
-
-
37049068961
-
-
A. J. Carnell, G. Casy, G. Gorins, A. Kompany-Saeid, R. McCague, H. F. Olivo, S. M. Roberts, A. J. Willetts, J. Chem. Soc. Perkin Trans. 1 1994, 3431-3439
-
(1994)
J. Chem. Soc. Perkin Trans. 1
, pp. 3431-3439
-
-
Carnell, A.J.1
Casy, G.2
Gorins, G.3
Kompany-Saeid, A.4
McCague, R.5
Olivo, H.F.6
Roberts, S.M.7
Willetts, A.J.8
-
25
-
-
0030876791
-
-
R. K. Haynes, W. W.-L Lam, L.-L. Yeung, I. D. Williams, A. C. Ridley, S. M. Starling, S. C. Vonwiller, T. W. Hambley, P. Lelandais, J. Org. Chem. 1997, 62, 4552-4553
-
(1997)
J. Org. Chem.
, vol.62
, pp. 4552-4553
-
-
Haynes, R.K.1
Lam, W.W.-L.2
Yeung, L.-L.3
Williams, I.D.4
Ridley, A.C.5
Starling, S.M.6
Vonwiller, S.C.7
Hambley, T.W.8
Lelandais, P.9
-
26
-
-
0037077074
-
-
Y.-G. Suh, J.-K. Jung, S.-Y. Seo, K.-H. Min, D.-Y. Shin, Y.-S. Lee, S.-H. Kim, H.-J. Park, J. Org. Chem. 2002, 67, 4127-4137
-
(2002)
J. Org. Chem.
, vol.67
, pp. 4127-4137
-
-
Suh, Y.-G.1
Jung, J.-K.2
Seo, S.-Y.3
Min, K.-H.4
Shin, D.-Y.5
Lee, Y.-S.6
Kim, S.-H.7
Park, H.-J.8
-
28
-
-
77149166323
-
-
S. Archambaud, F. Legrand, K. Aphecetche-Julienne, S. Collet, A. Guingant, M. Evain, Eur. J. Org. Chem. 2010, 1364-1380
-
(2010)
Eur. J. Org. Chem.
, pp. 1364-1380
-
-
Archambaud, S.1
Legrand, F.2
Aphecetche-Julienne, K.3
Collet, S.4
Guingant, A.5
Evain, M.6
-
29
-
-
80955180611
-
-
M. Inai, T. Nishii, S. Mukoujima, T. Esumi, H. Kaku, K. Tominaga, H. Abe, M. Horikawa, T. Tsunoda, Synlett 2011, 1459-1461.
-
(2011)
Synlett
, pp. 1459-1461
-
-
Inai, M.1
Nishii, T.2
Mukoujima, S.3
Esumi, T.4
Kaku, H.5
Tominaga, K.6
Abe, H.7
Horikawa, M.8
Tsunoda, T.9
-
31
-
-
0037039925
-
-
D. Kim, J. Lee, P. J. Shim, J. I. Lim, H. Jo, S. Kim, J. Org. Chem. 2002, 67, 764-771
-
(2002)
J. Org. Chem.
, vol.67
, pp. 764-771
-
-
Kim, D.1
Lee, J.2
Shim, P.J.3
Lim, J.I.4
Jo, H.5
Kim, S.6
-
32
-
-
33746819095
-
-
S.-Y. Seo, J.-K. Jung, S.-M. Paek, Y.-S. Lee, S.-H. Kim, Y.-G. Suh, Tetrahedron Lett. 2006, 47, 6527-6530
-
(2006)
Tetrahedron Lett.
, vol.47
, pp. 6527-6530
-
-
Seo, S.-Y.1
Jung, J.-K.2
Paek, S.-M.3
Lee, Y.-S.4
Kim, S.-H.5
Suh, Y.-G.6
-
33
-
-
0037039952
-
-
D. Kim, J. Lee, P. J. Shim, J. I. Lim, T. Doi, S. Kim, J. Org. Chem. 2002, 67, 772-781
-
(2002)
J. Org. Chem.
, vol.67
, pp. 772-781
-
-
Kim, D.1
Lee, J.2
Shim, P.J.3
Lim, J.I.4
Doi, T.5
Kim, S.6
-
35
-
-
85028145390
-
-
Angew. Chem. 1981, 93, 281-282
-
(1981)
Angew. Chem.
, vol.93
, pp. 281-282
-
-
-
38
-
-
34250214917
-
-
for RCM followed by ring expansion, see
-
for RCM followed by ring expansion, see:, W. Lin, C. K. Zercher, J. Org. Chem. 2007, 72, 4390-4395.
-
(2007)
J. Org. Chem.
, vol.72
, pp. 4390-4395
-
-
Lin, W.1
Zercher, C.K.2
-
41
-
-
85028173476
-
-
See Ref. [8d] and the following
-
See Ref. [8d] and the following
-
-
-
-
45
-
-
1542632039
-
-
Angew. Chem. 1984, 96, 143-145
-
(1984)
Angew. Chem.
, vol.96
, pp. 143-145
-
-
-
46
-
-
0001856640
-
-
S. Hatakeyama, K. Sugawara, M. Kawamura, S. Takano, Synlett 1990, 691-693
-
(1990)
Synlett
, pp. 691-693
-
-
Hatakeyama, S.1
Sugawara, K.2
Kawamura, M.3
Takano, S.4
-
48
-
-
0024455962
-
-
S. Hatakeyama, K. Osanai, H. Numata, S. Takano, Tetrahedron Lett. 1989, 30, 4845-4848.
-
(1989)
Tetrahedron Lett.
, vol.30
, pp. 4845-4848
-
-
Hatakeyama, S.1
Osanai, K.2
Numata, H.3
Takano, S.4
-
49
-
-
85028138507
-
-
For further formal syntheses, see
-
For further formal syntheses, see
-
-
-
-
52
-
-
0022383923
-
-
K. Ueno, H. Suemune, S. Saeki, K. Sakai, Chem. Pharm. Bull. 1985, 33, 4021-4025
-
(1985)
Chem. Pharm. Bull.
, vol.33
, pp. 4021-4025
-
-
Ueno, K.1
Suemune, H.2
Saeki, S.3
Sakai, K.4
-
53
-
-
0022643696
-
-
B. M. Trost, J. Lynch, P. Renaut, D. H. Steinman, J. Am. Chem. Soc. 1986, 108, 284-291
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 284-291
-
-
Trost, B.M.1
Lynch, J.2
Renaut, P.3
Steinman, D.H.4
-
55
-
-
0028843740
-
-
V. Bernardes, N. Kann, A. Riera, A. Moyano, M. A. Pericas, A. E. Greene, J. Org. Chem. 1995, 60, 6670-6671
-
(1995)
J. Org. Chem.
, vol.60
, pp. 6670-6671
-
-
Bernardes, V.1
Kann, N.2
Riera, A.3
Moyano, A.4
Pericas, M.A.5
Greene, A.E.6
-
56
-
-
0030593618
-
-
Y. Kobayashi, K. Watatani, Y. Kikori, R. Mizojiri, Tetrahedron Lett. 1996, 37, 6125-6128
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 6125-6128
-
-
Kobayashi, Y.1
Watatani, K.2
Kikori, Y.3
Mizojiri, R.4
-
57
-
-
0033612213
-
-
P. Ducray, B. Rousseau, C. Mioskowski, J. Org. Chem. 1999, 64, 3800-3801
-
(1999)
J. Org. Chem.
, vol.64
, pp. 3800-3801
-
-
Ducray, P.1
Rousseau, B.2
Mioskowski, C.3
-
58
-
-
33745402257
-
-
additional syntheses of small fragments as well as failed approaches are listed in the Supporting Information
-
T. Hübscher, G. Helmchen, Synlett 2006, 1323-1326; additional syntheses of small fragments as well as failed approaches are listed in the Supporting Information.
-
(2006)
Synlett
, pp. 1323-1326
-
-
Hübscher, T.1
Helmchen, G.2
-
61
-
-
0000785058
-
-
Angew. Chem. 2000, 112, 3140-3172
-
(2000)
Angew. Chem.
, vol.112
, pp. 3140-3172
-
-
-
62
-
-
22744448499
-
-
K. C. Nicolaou, P. G. Bulger, D. Sarlah, Angew. Chem. Int. Ed. 2005, 44, 4490-4527
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 4490-4527
-
-
Nicolaou, K.C.1
Bulger, P.G.2
Sarlah, D.3
-
63
-
-
22744453115
-
-
Angew. Chem. 2005, 117, 4564-4601
-
(2005)
Angew. Chem.
, vol.117
, pp. 4564-4601
-
-
-
65
-
-
84889847822
-
-
(UNSP 1229713)
-
A. Fürstner, Science 2013, 341, 1357 (UNSP 1229713)
-
(2013)
Science
, vol.341
, pp. 1357
-
-
Fürstner, A.1
-
67
-
-
84871966351
-
-
K. Radkowski, B. Sundararaju, A. Fürstner, Angew. Chem. Int. Ed. 2013, 52, 355-360
-
(2013)
Angew. Chem. Int. Ed.
, vol.52
, pp. 355-360
-
-
Radkowski, K.1
Sundararaju, B.2
Fürstner, A.3
-
68
-
-
84872288304
-
-
Angew. Chem. 2013, 125, 373-378.
-
(2013)
Angew. Chem.
, vol.125
, pp. 373-378
-
-
-
70
-
-
84920484909
-
-
Angew. Chem. 2014, 126, 8728-8740.
-
(2014)
Angew. Chem.
, vol.126
, pp. 8728-8740
-
-
-
71
-
-
85028160179
-
-
In one case, the less potent 2 was made in a slightly higher amount (ca. 50 mg, see Ref. [7o])
-
In one case, the less potent 2 was made in a slightly higher amount (ca. 50 mg, see Ref. [7o]).
-
-
-
-
72
-
-
79551573511
-
-
S. Förster, E. Persch, O. Tverskoy, F. Rominger, G. Helmchen, C. Klein, B. Gönen, B. Brügger, Eur. J. Org. Chem. 2011, 878-891
-
(2011)
Eur. J. Org. Chem.
, pp. 878-891
-
-
Förster, S.1
Persch, E.2
Tverskoy, O.3
Rominger, F.4
Helmchen, G.5
Klein, C.6
Gönen, B.7
Brügger, B.8
-
73
-
-
84880886509
-
-
K. Seehafer, F. Rominger, G. Helmchen, M. Langhans, D. G. Robinson, B. Özata, B. Brügger, J. R. P. M. Strating, F. J. M. van Kuppeveld, C. D. Klein, J. Med. Chem. 2013, 56, 5872-5884.
-
(2013)
J. Med. Chem.
, vol.56
, pp. 5872-5884
-
-
Seehafer, K.1
Rominger, F.2
Helmchen, G.3
Langhans, M.4
Robinson, D.G.5
Özata, B.6
Brügger, B.7
Strating, J.R.P.M.8
Van Kuppeveld, F.J.M.9
Klein, C.D.10
-
74
-
-
0029123015
-
-
T. G. McCloud, M. P. Burns, F. D. Majadly, G. M. Muschik, D. A. Miller, K. K. Poole, J. M. Roach, J. T. Ross, W. B. Lebherz, J. Ind. Microbiol. 1995, 15, 5-9.
-
(1995)
J. Ind. Microbiol.
, vol.15
, pp. 5-9
-
-
McCloud, T.G.1
Burns, M.P.2
Majadly, F.D.3
Muschik, G.M.4
Miller, D.A.5
Poole, K.K.6
Roach, J.M.7
Ross, J.T.8
Lebherz, W.B.9
-
75
-
-
84896129354
-
-
C. A. Kuttruff, M. D. Eastgate, P. S. Baran, Nat. Prod. Rep. 2014, 31, 419-432.
-
(2014)
Nat. Prod. Rep.
, vol.31
, pp. 419-432
-
-
Kuttruff, C.A.1
Eastgate, M.D.2
Baran, P.S.3
-
76
-
-
33751215153
-
-
S. Kobayashi, K. Kamiyama, T. Iimori, M. Ohno, Tetrahedron Lett. 1984, 25, 2557-2560
-
(1984)
Tetrahedron Lett.
, vol.25
, pp. 2557-2560
-
-
Kobayashi, S.1
Kamiyama, K.2
Iimori, T.3
Ohno, M.4
-
77
-
-
84987260305
-
-
Y. N. Ito, X. Ariza, A. K. Beck, A. Boháč, C. Ganter, R. E. Gawley, F. N. M. Kühnle, J. Tuleja, Y. M. Wang, D. Seebach, Helv. Chim. Acta 1994, 77, 2071-2110.
-
(1994)
Helv. Chim. Acta
, vol.77
, pp. 2071-2110
-
-
Ito, Y.N.1
Ariza, X.2
Beck, A.K.3
Boháč, A.4
Ganter, C.5
Gawley, R.E.6
Kühnle, F.N.M.7
Tuleja, J.8
Wang, Y.M.9
Seebach, D.10
-
78
-
-
0012980002
-
-
H.-J. Gais, K. L. Lukas, W. A. Ball, S. Braun, H. J. Lindner, Liebigs Ann. Chem. 1986, 687-716.
-
(1986)
Liebigs Ann. Chem.
, pp. 687-716
-
-
Gais, H.-J.1
Lukas, K.L.2
Ball, W.A.3
Braun, S.4
Lindner, H.J.5
-
79
-
-
84920419631
-
-
K. Lehr, S. Schulthoff, Y. Ueda, R. Mariz, L. Leseurre, B. Gabor, A. Fürstner, Chem. Eur. J. 2015, 21, 219-227
-
(2015)
Chem. Eur. J.
, vol.21
, pp. 219-227
-
-
Lehr, K.1
Schulthoff, S.2
Ueda, Y.3
Mariz, R.4
Leseurre, L.5
Gabor, B.6
Fürstner, A.7
-
80
-
-
81755183001
-
-
K. Lehr, R. Mariz, L. Leseurre, B. Gabor, A. Fürstner, Angew. Chem. Int. Ed. 2011, 50, 11373-11377
-
(2011)
Angew. Chem. Int. Ed.
, vol.50
, pp. 11373-11377
-
-
Lehr, K.1
Mariz, R.2
Leseurre, L.3
Gabor, B.4
Fürstner, A.5
-
81
-
-
84863674022
-
-
Angew. Chem. 2011, 123, 11575-11579
-
(2011)
Angew. Chem.
, vol.123
, pp. 11575-11579
-
-
-
82
-
-
84898013966
-
-
L. Hoffmeister, P. Persich, A. Fürstner, Chem. Eur. J. 2014, 20, 4396-4402.
-
(2014)
Chem. Eur. J.
, vol.20
, pp. 4396-4402
-
-
Hoffmeister, L.1
Persich, P.2
Fürstner, A.3
-
83
-
-
79958006071
-
-
N. Kojima, S. Nishijima, K. Tsuge, T. Tanaka, Org. Biomol. Chem. 2011, 9, 4425-4428.
-
(2011)
Org. Biomol. Chem.
, vol.9
, pp. 4425-4428
-
-
Kojima, N.1
Nishijima, S.2
Tsuge, K.3
Tanaka, T.4
-
85
-
-
84864606288
-
-
J. Heppekausen, R. Stade, A. Kondoh, G. Seidel, R. Goddard, A. Fürstner, Chem. Eur. J. 2012, 18, 10281-10299
-
(2012)
Chem. Eur. J.
, vol.18
, pp. 10281-10299
-
-
Heppekausen, J.1
Stade, R.2
Kondoh, A.3
Seidel, G.4
Goddard, R.5
Fürstner, A.6
-
86
-
-
77955563276
-
-
J. Heppekausen, R. Stade, R. Goddard, A. Fürstner, J. Am. Chem. Soc. 2010, 132, 11045-11057.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 11045-11057
-
-
Heppekausen, J.1
Stade, R.2
Goddard, R.3
Fürstner, A.4
-
88
-
-
84878244133
-
-
Angew. Chem. 2013, 125, 2860-2887.
-
(2013)
Angew. Chem.
, vol.125
, pp. 2860-2887
-
-
-
89
-
-
85028141384
-
-
The substrate was rapidly consumed at RT but 19 was formed together with a cyclic dimer (ca. 1:1, MS)
-
The substrate was rapidly consumed at RT but 19 was formed together with a cyclic dimer (ca. 1:1, MS).
-
-
-
-
90
-
-
85028135150
-
-
For the formation and use of a similarly strained cycloalkyne in total synthesis, see
-
For the formation and use of a similarly strained cycloalkyne in total synthesis, see
-
-
-
-
92
-
-
84878258059
-
-
K. Micoine, P. Persich, J. Llaveria, M.-H. Lam, A. Maderna, F. Loganzo, A. Fürstner, Chem. Eur. J. 2013, 19, 7370-7383.
-
(2013)
Chem. Eur. J.
, vol.19
, pp. 7370-7383
-
-
Micoine, K.1
Persich, P.2
Llaveria, J.3
Lam, M.-H.4
Maderna, A.5
Loganzo, F.6
Fürstner, A.7
-
93
-
-
85028167117
-
-
When applied to cycloalkyne 19, the alkyne-trans-hydrosilylation developed by Trost as well as the trans-hydrostannation and trans-hydroboration described by our group gave modest outcomes or even failed; these reactions are known to be sensitive to ring strain as well as to the presence of competing π-systems in a given substrate
-
When applied to cycloalkyne 19, the alkyne-trans-hydrosilylation developed by Trost as well as the trans-hydrostannation and trans-hydroboration described by our group gave modest outcomes or even failed; these reactions are known to be sensitive to ring strain as well as to the presence of competing π-systems in a given substrate
-
-
-
-
96
-
-
84897465104
-
-
Angew. Chem. 2013, 125, 14300-14304
-
(2013)
Angew. Chem.
, vol.125
, pp. 14300-14304
-
-
-
98
-
-
84905746595
-
-
Angew. Chem. 2014, 126, 3700-3704.
-
(2014)
Angew. Chem.
, vol.126
, pp. 3700-3704
-
-
-
99
-
-
0004758136
-
-
(Eds.: B. M. Trost, I. Fleming), Pergamon, Oxford
-
D. J. Pasto, in Comprehensive Organic Synthesis Vol. 8 (Eds.:, B. M. Trost, I. Fleming,), Pergamon, Oxford, 1991, pp. 471-488.
-
(1991)
Comprehensive Organic Synthesis Vol. 8
, pp. 471-488
-
-
Pasto, D.J.1
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