-
1
-
-
33645453418
-
-
Keyzers, R. A.; Northcote, P. T.; Davies-Coleman, M. T. Nat. Prod. Rep. 2006, 23, 321
-
(2006)
Nat. Prod. Rep.
, vol.23
, pp. 321
-
-
Keyzers, R.A.1
Northcote, P.T.2
Davies-Coleman, M.T.3
-
4
-
-
0001475354
-
-
Molinski, T. F.; Faulkner, D. J.; He, C. H.; Van Duyne, G. D.; Clardy, J. J. Org. Chem. 1986, 51, 4564
-
(1986)
J. Org. Chem.
, vol.51
, pp. 4564
-
-
Molinski, T.F.1
Faulkner, D.J.2
He, C.H.3
Van Duyne, G.D.4
Clardy, J.5
-
6
-
-
0006558171
-
-
Dumdei, E. J.; Dilip de Silva, E.; Andersen, R. J.; Choudhary, M. I.; Clardy, J. J. Am. Chem. Soc. 1989, 111, 2712
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 2712
-
-
Dumdei, E.J.1
Dilip De Silva, E.2
Andersen, R.J.3
Choudhary, M.I.4
Clardy, J.5
-
7
-
-
0006583675
-
-
Morris, S. A.; Dilip de Silva, E.; Andersen, R. J. Can. J. Chem. 1991, 69, 768
-
(1991)
Can. J. Chem.
, vol.69
, pp. 768
-
-
Morris, S.A.1
Dilip De Silva, E.2
Andersen, R.J.3
-
8
-
-
29144439282
-
-
Rungprom, W.; Chavasiri, W.; Kokpol, U.; Kotze, A.; Garson, M. J. Marine Drugs 2004, 2, 101
-
(2004)
Marine Drugs
, vol.2
, pp. 101
-
-
Rungprom, W.1
Chavasiri, W.2
Kokpol, U.3
Kotze, A.4
Garson, M.J.5
-
9
-
-
33645468193
-
-
Guizzunti, G.; Brady, T. P.; Malhotra, V.; Theodorakis, E. A. J. Am. Chem. Soc. 2006, 128, 4190
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 4190
-
-
Guizzunti, G.1
Brady, T.P.2
Malhotra, V.3
Theodorakis, E.A.4
-
10
-
-
77649231274
-
-
references therein
-
Guizzunti, G.; Brady, T. P.; Fischer, D.; Malhotra, V.; Theodorakis, E. A. Bioorg. Med. Chem. 2010, 18, 2115 and references therein
-
(2010)
Bioorg. Med. Chem.
, vol.18
, pp. 2115
-
-
Guizzunti, G.1
Brady, T.P.2
Fischer, D.3
Malhotra, V.4
Theodorakis, E.A.5
-
11
-
-
77950910694
-
-
Schnermann, M. J.; Beaudry, C.; Egovora, A. V.; Polishchuk, R. S.; Sütterlin, C.; Overman., L. E. Proc. Natl. Acad. Sci. U.S.A. 2010, 107, 6158
-
(2010)
Proc. Natl. Acad. Sci. U.S.A.
, vol.107
, pp. 6158
-
-
Schnermann, M.J.1
Beaudry, C.2
Egovora, A.V.3
Polishchuk, R.S.4
Sütterlin, C.5
Overman, L.E.6
-
12
-
-
0025770022
-
-
Isolation
-
Isolation: Dilip de Silva, E.; Morris, S. A.; Miao, S. C.; Dumdei, E.; Andersen, R. J. J. Nat. Prod. 1991, 54, 993
-
(1991)
J. Nat. Prod.
, vol.54
, pp. 993
-
-
Dilip De Silva, E.1
Morris, S.A.2
Miao, S.C.3
Dumdei, E.4
Andersen, R.J.5
-
13
-
-
0034827806
-
-
Total synthesis.
-
Total synthesis: Lebsack, A. D.; Overman, L. E.; Valentekovich, R. J. J. Am. Chem. Soc. 2001, 123, 4851.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 4851
-
-
Lebsack, A.D.1
Overman, L.E.2
Valentekovich, R.J.3
-
14
-
-
0000906667
-
-
Hambley, T. W.; Poiner, A.; Taylor, W. C. Tetrahedron Lett. 1986, 27, 3281
-
(1986)
Tetrahedron Lett.
, vol.27
, pp. 3281
-
-
Hambley, T.W.1
Poiner, A.2
Taylor, W.C.3
-
15
-
-
0001557162
-
-
Carmely, S.; Cojocaru, M.; Loya, Y.; Kashman, Y. J. Org. Chem. 1988, 53, 4801
-
(1988)
J. Org. Chem.
, vol.53
, pp. 4801
-
-
Carmely, S.1
Cojocaru, M.2
Loya, Y.3
Kashman, Y.4
-
18
-
-
0001054077
-
-
Hochlowski, J. E.; Faulkner, D. J.; Matsumoto, G. K.; Clardy, J. J. Org. Chem. 1983, 48, 1141
-
(1983)
J. Org. Chem.
, vol.48
, pp. 1141
-
-
Hochlowski, J.E.1
Faulkner, D.J.2
Matsumoto, G.K.3
Clardy, J.4
-
19
-
-
84970541736
-
-
Bergquist, P. R.; Bowden, B. F.; Cambie, R. C.; Craw, P. A.; Karuso, P.; Poiner, A.; Taylor, W. C. Aust. J. Chem. 1993, 46, 623
-
(1993)
Aust. J. Chem.
, vol.46
, pp. 623
-
-
Bergquist, P.R.1
Bowden, B.F.2
Cambie, R.C.3
Craw, P.A.4
Karuso, P.5
Poiner, A.6
Taylor, W.C.7
-
20
-
-
27644560643
-
-
Rudi, A.; Erez, Y.; Benayahu, Y.; Kashman, Y. Tetrahedron Lett. 2005, 46, 8613
-
(2005)
Tetrahedron Lett.
, vol.46
, pp. 8613
-
-
Rudi, A.1
Erez, Y.2
Benayahu, Y.3
Kashman, Y.4
-
24
-
-
28844503705
-
-
Weisser, R.; Yue, W.; Reiser, O. Org. Lett. 2005, 7, 5353
-
(2005)
Org. Lett.
, vol.7
, pp. 5353
-
-
Weisser, R.1
Yue, W.2
Reiser, O.3
-
25
-
-
1042279650
-
-
Brady, T. P.; Kim, S. H.; Wen, K.; Theodorakis, E. A. Angew. Chem., Int. Ed. 2004, 43, 739
-
(2004)
Angew. Chem., Int. Ed.
, vol.43
, pp. 739
-
-
Brady, T.P.1
Kim, S.H.2
Wen, K.3
Theodorakis, E.A.4
-
27
-
-
0037458864
-
-
Arnó, M.; González, M. A.; Zaragozá, R. J J. Org. Chem. 2003, 68, 1242
-
(2003)
J. Org. Chem.
, vol.68
, pp. 1242
-
-
Arnó, M.1
González, M.A.2
Zaragozá, R.J.3
-
28
-
-
17544386022
-
-
Arnó, M.; González, M. A.; Marin, M. L.; Zaragozá, R. J. Tetrahedron Lett. 2001, 42, 1669
-
(2001)
Tetrahedron Lett.
, vol.42
, pp. 1669
-
-
Arnó, M.1
González, M.A.2
Marin, M.L.3
Zaragozá, R.J.4
-
30
-
-
0035800401
-
-
Díez, E.; Dixon, D. J.; Ley, S. V. Angew. Chem., Int. Ed. 2001, 40, 2906
-
(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 2906
-
-
Díez, E.1
Dixon, D.J.2
Ley, S.V.3
-
31
-
-
80055002339
-
-
For an example of a similar functionalization, see ref 7b.
-
For an example of a similar functionalization, see ref 7b.
-
-
-
-
32
-
-
80054974098
-
-
IBX in DMSO/toluene generated regioisomeric enone products as a 1:1 mixture. Similarly, reaction conditions such as PhSCl in MeCN or LDA, PhSSPh in THF provided unselective introduction of the sulfur unit.
-
IBX in DMSO/toluene generated regioisomeric enone products as a 1:1 mixture. Similarly, reaction conditions such as PhSCl in MeCN or LDA, PhSSPh in THF provided unselective introduction of the sulfur unit.
-
-
-
-
33
-
-
33847353774
-
-
Tietze, L. F.; Stadler, C.; Böhnke, N.; Brasche, G.; Grube, A. Synlett 2007, 485
-
(2007)
Synlett
, pp. 485
-
-
Tietze, L.F.1
Stadler, C.2
Böhnke, N.3
Brasche, G.4
Grube, A.5
-
34
-
-
0035891622
-
-
Dixon, D. J.; Ley, S. V.; Rodriguez, F. Org. Lett. 2001, 3, 3753
-
(2001)
Org. Lett.
, vol.3
, pp. 3753
-
-
Dixon, D.J.1
Ley, S.V.2
Rodriguez, F.3
-
35
-
-
28444457795
-
-
Ley, S. V.; Dixon, D. J.; Guy, R. T.; Rodriguez, F.; Sheppard, T. D. Org. Biomol. Chem. 2005, 3, 4095
-
(2005)
Org. Biomol. Chem.
, vol.3
, pp. 4095
-
-
Ley, S.V.1
Dixon, D.J.2
Guy, R.T.3
Rodriguez, F.4
Sheppard, T.D.5
-
36
-
-
8844285255
-
-
Nakagawa, T.; Fujisawa, H.; Nagata, Y.; Mukaiyama, T. Chem. Lett. 2004, 33, 1016
-
(2004)
Chem. Lett.
, vol.33
, pp. 1016
-
-
Nakagawa, T.1
Fujisawa, H.2
Nagata, Y.3
Mukaiyama, T.4
-
37
-
-
33748726149
-
-
Ley, S. V.; Humphries, A. C.; Eick, H.; Downham, R.; Ross, A. R.; Boyce, R. J.; Pavey, J. B. J.; Pietruszka, J. J. Chem. Soc., Perkin Trans. 1 1998, 3907
-
(1998)
J. Chem. Soc., Perkin Trans. 1
, pp. 3907
-
-
Ley, S.V.1
Humphries, A.C.2
Eick, H.3
Downham, R.4
Ross, A.R.5
Boyce, R.J.6
Pavey, J.B.J.7
Pietruszka, J.8
-
39
-
-
0023838949
-
-
Corey, E. J.; Kang, M.; Desai, M. C.; Ghosh, A. K.; Houpis, J. N. J. Am. Chem. Soc. 1988, 110, 649
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 649
-
-
Corey, E.J.1
Kang, M.2
Desai, M.C.3
Ghosh, A.K.4
Houpis, J.N.5
-
40
-
-
33947093052
-
-
Tebbe, F. N.; Parshall, G. W.; Reddy, G. S. J. Am. Chem. Soc. 1978, 100, 3611
-
(1978)
J. Am. Chem. Soc.
, vol.100
, pp. 3611
-
-
Tebbe, F.N.1
Parshall, G.W.2
Reddy, G.S.3
-
42
-
-
0001860926
-
-
Takai, K.; Kataoka, Y.; Miyai, J.; Okazoe, T.; Oshima, K.; Utimoto, K. Org. Synth. 1996, 73, 73
-
(1996)
Org. Synth.
, vol.73
, pp. 73
-
-
Takai, K.1
Kataoka, Y.2
Miyai, J.3
Okazoe, T.4
Oshima, K.5
Utimoto, K.6
-
43
-
-
0037241494
-
-
Steric shielding must be involved, as 1-(trimethylsiloxy)cyclopentene is a much stronger nucleophile than ethyl vinyl ether; see
-
Steric shielding must be involved, as 1-(trimethylsiloxy)cyclopentene is a much stronger nucleophile than ethyl vinyl ether; see: Mayr, H.; Kempf, H.; Ofial, A. R. Acc. Chem. Res. 2003, 36, 66
-
(2003)
Acc. Chem. Res.
, vol.36
, pp. 66
-
-
Mayr, H.1
Kempf, H.2
Ofial, A.R.3
-
44
-
-
0035802329
-
-
Mayr, H.; Bug, T.; Gotta, M. F.; Hering, N.; Irrgang, B.; Janker, B.; Kempf, B.; Loos, R.; Ofial, A. R.; Remennikov, G.; Schimmel, H. J. Am. Chem. Soc. 2001, 123, 9500
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 9500
-
-
Mayr, H.1
Bug, T.2
Gotta, M.F.3
Hering, N.4
Irrgang, B.5
Janker, B.6
Kempf, B.7
Loos, R.8
Ofial, A.R.9
Remennikov, G.10
Schimmel, H.11
-
47
-
-
79960928606
-
-
The use of dry DMF was critical for efficient cyclization. For a discussion of the role of DMF in glycosylation chemistry, see
-
The use of dry DMF was critical for efficient cyclization. For a discussion of the role of DMF in glycosylation chemistry, see: Lu, S.; Lai, Y.; Chen, J.; Liu, C.; Mong, K. T. Angew. Chem., Int. Ed. 2011, 50, 7315
-
(2011)
Angew. Chem., Int. Ed.
, vol.50
, pp. 7315
-
-
Lu, S.1
Lai, Y.2
Chen, J.3
Liu, C.4
Mong, K.T.5
-
48
-
-
84889491424
-
-
Cooper, M. S.; Heaney, H.; Newbold, A. J.; Sanderson, W. R. Synlett 1990, 533
-
(1990)
Synlett
, pp. 533
-
-
Cooper, M.S.1
Heaney, H.2
Newbold, A.J.3
Sanderson, W.R.4
-
51
-
-
0000129855
-
-
Vishwakarma, L. C.; Stringer, O. D.; Davis, F. A. Org. Synth. 1988, 66, 203
-
(1988)
Org. Synth.
, vol.66
, pp. 203
-
-
Vishwakarma, L.C.1
Stringer, O.D.2
Davis, F.A.3
-
53
-
-
33748664603
-
-
Bal, B. S.; Childers, W. E.; Pinnick, H. W. Tetrahedron 1981, 37, 2091
-
(1981)
Tetrahedron
, vol.37
, pp. 2091
-
-
Bal, B.S.1
Childers, W.E.2
Pinnick, H.W.3
-
55
-
-
0001118419
-
-
Lindgren, B. O.; Nilsson, T.; Husebye, S.; Mikalsen, Ø.; Leander, K.; Swahn, C. Acta Chem. Scand. 1973, 27, 888
-
(1973)
Acta Chem. Scand.
, vol.27
, pp. 888
-
-
Lindgren, B.O.1
Nilsson, T.2
Husebye, S.3
Mikalsen Ø4
Leander, K.5
Swahn, C.6
-
56
-
-
0000237619
-
-
For a discussion of the differences in reactivity between five- and six-membered lactones, see
-
For a discussion of the differences in reactivity between five- and six-membered lactones, see: Brown, H. C.; Brewster, J. H.; Shechter, H. J. Am. Chem. Soc. 1954, 76, 467
-
(1954)
J. Am. Chem. Soc.
, vol.76
, pp. 467
-
-
Brown, H.C.1
Brewster, J.H.2
Shechter, H.3
-
58
-
-
80055009462
-
The Modification of Amino Groups
-
In, 3 rd ed. CRC Press: Washington, DC
-
The Modification of Amino Groups. In Chemical Reagents for Protein Modification, 3 rd ed.; Lundblad, R. L., Ed.; CRC Press: Washington, DC, 2005; pp 31-67.
-
(2005)
Chemical Reagents for Protein Modification
, pp. 31-67
-
-
Lundblad, R.L.1
-
59
-
-
0026625689
-
-
A similar lysine modification pattern is observed in the acylation of HEWL by acetic anhydride; see
-
A similar lysine modification pattern is observed in the acylation of HEWL by acetic anhydride; see: Suckau, D.; Mak, M.; Przybylski, M. Proc. Natl. Acad. Sci. U.S.A. 1992, 89, 5630
-
(1992)
Proc. Natl. Acad. Sci. U.S.A.
, vol.89
, pp. 5630
-
-
Suckau, D.1
Mak, M.2
Przybylski, M.3
|