-
3
-
-
0002138857
-
-
Reviews: a) J. S. Früchtel, G. Jung. Angew. Chem. 1996, 108, 19; Angew. Chem. Int. Ed. Engl. 1996, 35, 17;
-
(1996)
Angew. Chem.
, vol.108
, pp. 19
-
-
Früchtel, J.S.1
Jung, G.2
-
4
-
-
33745134373
-
-
Reviews: a) J. S. Früchtel, G. Jung. Angew. Chem. 1996, 108, 19; Angew. Chem. Int. Ed. Engl. 1996, 35, 17;
-
(1996)
Angew. Chem. Int. Ed. Engl.
, vol.35
, pp. 17
-
-
-
5
-
-
0000144719
-
-
b) F. Balkenhohl, C. vondemBussche-Hünnefeld, A. Lansky, C. Zechel, Angew. Chem. 1996, 108, 2436; Angew. Chem. Int. Ed. Engl. 1996, 35, 2288;
-
(1996)
Angew. Chem.
, vol.108
, pp. 2436
-
-
Balkenhohl, F.1
Vondembussche-Hünnefeld, C.2
Lansky, A.3
Zechel, C.4
-
6
-
-
0030477258
-
-
b) F. Balkenhohl, C. vondemBussche-Hünnefeld, A. Lansky, C. Zechel, Angew. Chem. 1996, 108, 2436; Angew. Chem. Int. Ed. Engl. 1996, 35, 2288;
-
(1996)
Angew. Chem. Int. Ed. Engl.
, vol.35
, pp. 2288
-
-
-
7
-
-
0001733412
-
-
c) C. Watson, Angew. Chem. 1999, 111, 2025; Angew. Chem. Int. Ed. 1999, 38, 1903.
-
(1999)
Angew. Chem.
, vol.111
, pp. 2025
-
-
Watson, C.1
-
8
-
-
0033549539
-
-
c) C. Watson, Angew. Chem. 1999, 111, 2025; Angew. Chem. Int. Ed. 1999, 38, 1903.
-
(1999)
Angew. Chem. Int. Ed.
, vol.38
, pp. 1903
-
-
-
11
-
-
0032480925
-
-
c) C. Gennari, S. Ceccarelli, U. Piarulli, K. Aboutayab, M. Donghi, I. Paterson, Tetrahedron 1998, 54, 14999;
-
(1998)
Tetrahedron
, vol.54
, pp. 14999
-
-
Gennari, C.1
Ceccarelli, S.2
Piarulli, U.3
Aboutayab, K.4
Donghi, M.5
Paterson, I.6
-
13
-
-
0030590403
-
-
For other approaches to polyketide synthesis performed on solid support, see: a) M. Reggelin, V. Brenig, Tetrahedron Lett. 1996, 37, 6851;
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 6851
-
-
Reggelin, M.1
Brenig, V.2
-
15
-
-
0032474703
-
-
c) M. Reggelin, V. Brenig, R. Welcker, Tetrahedron Lett. 1998, 39, 4801;
-
(1998)
Tetrahedron Lett.
, vol.39
, pp. 4801
-
-
Reggelin, M.1
Brenig, V.2
Welcker, R.3
-
16
-
-
0033581031
-
-
d) S. Hanessian, J. Ma, W. Wang, Tetrahedron Lett. 1999, 40, 4631.
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 4631
-
-
Hanessian, S.1
Ma, J.2
Wang, W.3
-
17
-
-
0027957512
-
-
a) D. E. Cane, Science 1994, 263, 338;
-
(1994)
Science
, vol.263
, pp. 338
-
-
Cane, D.E.1
-
18
-
-
0005085512
-
-
b) J. Rohr, Angew. Chem. 1995, 107, 963; Angew. Chem. Int. Ed. Engl. 1995, 34, 881;
-
(1995)
Angew. Chem.
, vol.107
, pp. 963
-
-
Rohr, J.1
-
19
-
-
0029138273
-
-
b) J. Rohr, Angew. Chem. 1995, 107, 963; Angew. Chem. Int. Ed. Engl. 1995, 34, 881;
-
(1995)
Angew. Chem. Int. Ed. Engl.
, vol.34
, pp. 881
-
-
-
20
-
-
0001436716
-
-
c) L. Katz, Chem. Rev. 1997, 97, 2557.
-
(1997)
Chem. Rev.
, vol.97
, pp. 2557
-
-
Katz, L.1
-
21
-
-
0012068147
-
-
a) J. Staunton, Angew. Chem. 1991, 103, 1331; Angew. Chem. Int. Ed. Engl. 1991, 30, 1302;
-
(1991)
Angew. Chem.
, vol.103
, pp. 1331
-
-
Staunton, J.1
-
22
-
-
0025936455
-
-
a) J. Staunton, Angew. Chem. 1991, 103, 1331; Angew. Chem. Int. Ed. Engl. 1991, 30, 1302;
-
(1991)
Angew. Chem. Int. Ed. Engl.
, vol.30
, pp. 1302
-
-
-
23
-
-
0029027352
-
-
b) J. Cortes, K. E. H. Wiesmann, G. A. Roberts, M. J. B. Brown, J. Staunton, P. F. Leadlay, Science 1995, 268, 1487;
-
(1995)
Science
, vol.268
, pp. 1487
-
-
Cortes, J.1
Wiesmann, K.E.H.2
Roberts, G.A.3
Brown, M.J.B.4
Staunton, J.5
Leadlay, P.F.6
-
24
-
-
0028895939
-
-
c) R. Pieper, G. Luo, D. E. Cane, C. Khosla, J. Am. Chem. Soc. 1995, 117, 11373.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 11373
-
-
Pieper, R.1
Luo, G.2
Cane, D.E.3
Khosla, C.4
-
25
-
-
0029007777
-
-
A four-carbon starting aldehyde 9 (n = 2 in 5) was selected initially to demonstrate the viability of the method. This aided characterization by avoiding hemiacetal formation on cleavage of the ketone product from the resin after the first aldol addition. In subsequent work, we have found that the analogous three-carbon aldehyde (n = 1 in 5) is equally reactive to similar enolate reagents. Polystyrene resin (styrene-1% divinylbenzene, 200-400 mesh, Acros) was converted into chlorodiisopropylsilyl polystyrene by the method of Danishefsky et al. J. T. Randolph, K. F. McClure, S. J. Danishefsky, J. Am. Chem. Soc. 1995, 117, 5712.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 5712
-
-
Randolph, J.T.1
McClure, K.F.2
Danishefsky, S.J.3
-
26
-
-
0024816607
-
-
a) I. Paterson, J. M. Goodman, M. Isaka, Tetrahedron Lett. 1989, 30, 7121;
-
(1989)
Tetrahedron Lett.
, vol.30
, pp. 7121
-
-
Paterson, I.1
Goodman, J.M.2
Isaka, M.3
-
27
-
-
0028604352
-
-
b) I. Paterson, R. D. Norcross, R. A. Ward, P. Romea, M. A. Lister, J. Am. Chem. Soc. 1994. 116, 11287;
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 11287
-
-
Paterson, I.1
Norcross, R.D.2
Ward, R.A.3
Romea, P.4
Lister, M.A.5
-
29
-
-
0001790298
-
-
For representative experimental procedures for boron aldol reactions, see: C. J. Cowden, I. Paterson, Org.React. 1997, 51, 1.
-
(1997)
Org.React.
, vol.51
, pp. 1
-
-
Cowden, C.J.1
Paterson, I.2
-
33
-
-
0342493391
-
-
note
-
Our preliminary work was performed with the benzyl instead of the PMB ether in 17 (ref. [3c]), hut this could not be deprotected satisfactorily on the solid support.
-
-
-
-
35
-
-
0025608552
-
-
b) D. A. Evans, D. L. Rieger, J. R. Gage, Tetrahedron Lett, 1990, 31, 7099;
-
(1990)
Tetrahedron Lett
, vol.31
, pp. 7099
-
-
Evans, D.A.1
Rieger, D.L.2
Gage, J.R.3
-
36
-
-
33751385878
-
-
c) S. D. Rychnovsky, B. Rogers, G. Yang, J. Org. Chem. 1993, 58, 3511.
-
(1993)
J. Org. Chem.
, vol.58
, pp. 3511
-
-
Rychnovsky, S.D.1
Rogers, B.2
Yang, G.3
-
37
-
-
46149140781
-
-
K. Horita, T. Yoshioka, T. Tanaka, Y. Oikawa, O. Yonemitsu, Tetrahedron 1986, 42, 3021.
-
(1986)
Tetrahedron
, vol.42
, pp. 3021
-
-
Horita, K.1
Yoshioka, T.2
Tanaka, T.3
Oikawa, Y.4
Yonemitsu, O.5
-
39
-
-
3743084024
-
-
b) C. Chen, L. A. Ahlberg Randall, B. R. Miller, A. D. Jones, M. J. Kurth, J. Am. Chem. Soc. 1994, 116, 2661.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 2661
-
-
Chen, C.1
Ahlberg Randall, L.A.2
Miller, B.R.3
Jones, A.D.4
Kurth, M.J.5
-
40
-
-
0342927566
-
-
note
-
7Na [M + Na] 503.2973; found: 503.2963.
-
-
-
-
42
-
-
33845278140
-
-
3 in THF/AcOH led only to modest diastereoselectivity after cleavage (75% ds). D. A. Evans, K. T. Chapman, E. M. Carreira, J. Am. Chem. Soc. 1988, 110, 3560.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 3560
-
-
Evans, D.A.1
Chapman, K.T.2
Carreira, E.M.3
-
44
-
-
0027183899
-
-
Prepared from methyl (R)-3-hydroxy-2-methylpropionate by analogy with the procedures described previously: a) I. Paterson, R. D. Tillyer, J. Org. Chem. 1993, 58, 4182;
-
(1993)
J. Org. Chem.
, vol.58
, pp. 4182
-
-
Paterson, I.1
Tillyer, R.D.2
|