-
1
-
-
0035132388
-
-
Cutignano, A.; Bruno, I.; Bifulco, G.; Casapullo, A.; Debitus, C.; Gomez-Paloma, L.; Riccio, R. Eur. J. Org. Chem. 2001, 775.
-
(2001)
Eur. J. Org. Chem.
, pp. 775
-
-
Cutignano, A.1
Bruno, I.2
Bifulco, G.3
Casapullo, A.4
Debitus, C.5
Gomez-Paloma, L.6
Riccio, R.7
-
3
-
-
0037130667
-
-
(b) Smith, A. B., III; Safonov, I. G.; Corbett, R. M. J. Am. Chem. Soc. 2002, 124, 11102.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 11102
-
-
Smith III, A.B.1
Safonov, I.G.2
Corbett, R.M.3
-
5
-
-
0035852116
-
-
Smith, A. B., III; Safonov, I. G.; Corbett, R. M. J. Am. Chem. Soc. 2001, 123, 12426.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 12426
-
-
Smith III, A.B.1
Safonov, I.G.2
Corbett, R.M.3
-
8
-
-
20444390663
-
-
(c) Aubele, D. L.; Wan, S.; Floreancig, P. E. Angew. Chem., Int. Ed. 2005, 44, 3485.
-
(2005)
Angew. Chem., Int. Ed.
, vol.44
, pp. 3485
-
-
Aubele, D.L.1
Wan, S.2
Floreancig, P.E.3
-
11
-
-
0033549737
-
-
Dossetter, A. G.; Jamison, T. F.; Jacobsen, E. N. Angew. Chem., Int. Ed. 1999, 38, 2398.
-
(1999)
Angew. Chem., Int. Ed.
, vol.38
, pp. 2398
-
-
Dossetter, A.G.1
Jamison, T.F.2
Jacobsen, E.N.3
-
12
-
-
33646450303
-
-
note
-
The enantiomeric excess was determined using chiral HPLC (Chiralcel AD-H, 5% isopropyl alcohol/hexane) by comparison with both enantiomers of the tetrahydropyran 9.
-
-
-
-
13
-
-
33646448329
-
-
note
-
An attempted hetero-Diels-Alder reaction of TBS-protected analogue of enol ether 6 and PMB-protected analogue of aldehyde 7 gave the corresponding pyran in 77% yield but only 66% ee.
-
-
-
-
15
-
-
0034684178
-
-
Evans, D. A.; Fitch, D. M.; Smith, T. E.; Cee, V. J. J. Am. Chem. Soc. 2000, 122, 10033.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 10033
-
-
Evans, D.A.1
Fitch, D.M.2
Smith, T.E.3
Cee, V.J.4
-
16
-
-
33646449234
-
-
note
-
Assigned by analogy to the literature (ref 11). Confirmation of this stereochemical assignment was obtained on the synthesis of pyran 4 (see below, refs 15 and 16).
-
-
-
-
17
-
-
33847799798
-
-
(a) Ireland, R. E.; Mueller, R. H.; Willard, A. K. J. Am. Chem. Soc. 1976, 98, 2868.
-
(1976)
J. Am. Chem. Soc.
, vol.98
, pp. 2868
-
-
Ireland, R.E.1
Mueller, R.H.2
Willard, A.K.3
-
20
-
-
0042847390
-
-
(b) Hong, J. H.; Oh, C.-H.; Cho, J.-H. Tetrahedron 2003, 59, 6103.
-
(2003)
Tetrahedron
, vol.59
, pp. 6103
-
-
Hong, J.H.1
Oh, C.-H.2
Cho, J.-H.3
-
22
-
-
33751391166
-
-
(d) Burke, S. D.; Pacofsky, G. J.; Piscopio, A. D. J. Org. Chem. 1992, 57, 2228.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 2228
-
-
Burke, S.D.1
Pacofsky, G.J.2
Piscopio, A.D.3
-
24
-
-
0001538420
-
-
(f) Burke, S. D.; Fobare, W. F.; Pacofsky, G. J. J. Org. Chem. 1983, 48, 5221.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 5221
-
-
Burke, S.D.1
Fobare, W.F.2
Pacofsky, G.J.3
-
25
-
-
2142858450
-
-
The (19R)-configuration of the secondary alcohol 4 was confirmed using the modified Mosher method: Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092.
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 4092
-
-
Ohtani, I.1
Kusumi, T.2
Kashman, Y.3
Kakisawa, H.4
-
26
-
-
33646440196
-
-
note
-
1H NMR NOESY cross-peak between the C16 alkene proton and the C18 allylic protons.
-
-
-
-
27
-
-
0037620216
-
-
Fürstner, A.; Thiel, O. R.; Ackermann, L.; Schanz, H.-J.; Nolan, S. P. J. Org. Chem. 2000, 65, 2204.
-
(2000)
J. Org. Chem.
, vol.65
, pp. 2204
-
-
Fürstner, A.1
Thiel, O.R.2
Ackermann, L.3
Schanz, H.-J.4
Nolan, S.P.5
-
28
-
-
0033598258
-
-
Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953.
-
(1999)
Org. Lett.
, vol.1
, pp. 953
-
-
Scholl, M.1
Ding, S.2
Lee, C.W.3
Grubbs, R.H.4
-
29
-
-
0042693206
-
-
Hughes, G.; Kimura, M.; Buchwald, S. L. J. Am. Chem. Soc. 2003, 125, 11253.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 11253
-
-
Hughes, G.1
Kimura, M.2
Buchwald, S.L.3
-
31
-
-
26844522419
-
-
Imamoto, T.; Takiyama, N.; Nakamura, K.; Hatajima, T.; Kamiya, Y. J. Am. Chem. Soc. 1989, 111, 4392.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 4392
-
-
Imamoto, T.1
Takiyama, N.2
Nakamura, K.3
Hatajima, T.4
Kamiya, Y.5
-
34
-
-
33646446490
-
-
note
-
Inversion of the C19 configuration during the Mitsunobu esterification was confirmed by the synthesis of (-)-dactylolide 1. By contrast, for a route targeting the synthesis of (+)-zampanolide 2 containing a related esterification at C19 that occurs with retention of configuration, see ref 2.
-
-
-
-
35
-
-
33646440902
-
-
note
-
This RCM reaction was inspired by the approach reported by Hoye for a structurally related substrate (ref 5a). In the final stages of this work a similar sequence of steps was applied to compound 24 by Jennings (ref 5b).
-
-
-
-
36
-
-
33646446355
-
-
note
-
D = +30 (c 0.29, MeOH), ref 1.
-
-
-
|