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10
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Stocking E.M., Martinez R.A., Silks L.A., Sanz-Cervera J.F., and Williams R.M.. J. Am. Chem. Soc. 123 (2001) 3391
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Stocking, E.M.1
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Williams, R.M..5
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11
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0025357644
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Williams R.M., Glinka T., Kwast E., Coffman H., and Stille J.K. J. Am. Chem. Soc. 112 (1990) 808
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Williams, R.M.1
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13
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0037065301
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Qian-Cutrone J., Huang S., Shu Y.-Z., Vyas D., Fairchild C., Menendez A., Krampitz K., Dalterio R., Klohr S.E., and Gao Q. J. Am. Chem. Soc. 124 (2002) 14556
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Qian-Cutrone, J.1
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Menendez, A.6
Krampitz, K.7
Dalterio, R.8
Klohr, S.E.9
Gao, Q.10
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14
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13244291528
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Baran P.S., Guerrero C.A., Ambhaikar N.B., and Hafensteiner B.D. Angew. Chem., Int. Ed. 44 (2005) 606
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Baran, P.S.1
Guerrero, C.A.2
Ambhaikar, N.B.3
Hafensteiner, B.D.4
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15
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21244442370
-
-
Baran P.S., Guerrero C.A., Hafensteiner B.D., and Ambhaikar N.B. Angew. Chem., Int. Ed. 44 (2005) 3892
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(2005)
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Baran, P.S.1
Guerrero, C.A.2
Hafensteiner, B.D.3
Ambhaikar, N.B.4
-
16
-
-
17644361896
-
-
For another synthesis of stephacidin B, see:
-
For another synthesis of stephacidin B, see:. Herzon S.B., and Myers A.G. J. Am. Chem. Soc. 127 (2005) 5342
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(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 5342
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-
Herzon, S.B.1
Myers, A.G.2
-
18
-
-
33745713078
-
-
For leading references, see:
-
For leading references, see:. Bull S.D., Davies S.G., Epstein S.W., Garner A.C., Mujtaba N., Roberts P.M., Savory E.D., Smith A.D., Tamayo J.A., and Watkin D.J. Tetrahedron 62 (2006) 7911
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(2006)
Tetrahedron
, vol.62
, pp. 7911
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-
Bull, S.D.1
Davies, S.G.2
Epstein, S.W.3
Garner, A.C.4
Mujtaba, N.5
Roberts, P.M.6
Savory, E.D.7
Smith, A.D.8
Tamayo, J.A.9
Watkin, D.J.10
-
19
-
-
9444287694
-
-
Davies S.G., Rodriguez-Solla H., Tamayo J.A., Garner C.A., and Smith A.D. Chem. Commun. (2004) 2502
-
(2004)
Chem. Commun.
, pp. 2502
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-
Davies, S.G.1
Rodriguez-Solla, H.2
Tamayo, J.A.3
Garner, C.A.4
Smith, A.D.5
-
20
-
-
33748738529
-
-
Bull S.D., Davies S.G., Epstein S.W., Leech M.A., and Ouzman J.V.A. J. Chem. Soc., Perkin Trans. 1 (1998) 2321
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(1998)
J. Chem. Soc., Perkin Trans. 1
, pp. 2321
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Bull, S.D.1
Davies, S.G.2
Epstein, S.W.3
Leech, M.A.4
Ouzman, J.V.A.5
-
21
-
-
0041829504
-
-
Galeazzi R., Garavelli M., Grandi A., Monari M., Porzi G., and Sandri S. Tetrahedron: Asymmetry 14 (2003) 2639
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(2003)
Tetrahedron: Asymmetry
, vol.14
, pp. 2639
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-
Galeazzi, R.1
Garavelli, M.2
Grandi, A.3
Monari, M.4
Porzi, G.5
Sandri, S.6
-
23
-
-
0037043548
-
-
For enolisation-substitution of cyclo(Pro, Pro), see:
-
For enolisation-substitution of cyclo(Pro, Pro), see:. Poullennec K.G., Kelly A.T., and Romo D. Org. Lett. 4 (2002) 2645
-
(2002)
Org. Lett.
, vol.4
, pp. 2645
-
-
Poullennec, K.G.1
Kelly, A.T.2
Romo, D.3
-
25
-
-
33947302252
-
-
Our DKP synthesis follows along known lines, see for example:
-
Our DKP synthesis follows along known lines, see for example:. Nitecki D.E., Halpern B., and Wesley J.W. J. Org. Chem. 33 (1968) 864
-
(1968)
J. Org. Chem.
, vol.33
, pp. 864
-
-
Nitecki, D.E.1
Halpern, B.2
Wesley, J.W.3
-
28
-
-
33749985681
-
-
note
-
+ 433.2486. We observed that effective substitution required ca.1.5 equiv of base for 9a; ca. 2 equiv for 9b; and ca. 3 equiv for 9c.
-
-
-
-
29
-
-
33750033196
-
-
note
-
The diastereomeric mixtures obtained for 19a (1:1), 19b (2:1) and 19c (3.3:1) seem to reflect poor control in a looser transition state than the other reactions-presumably a result of a relatively long C-S bond, although we have not ruled out epimerisation as yet. Benzaldehyde aldols 20a and 20b are single diastereomers, but we have not yet unequivocally assigned the configuration at the new carbinol centre in these adducts.
-
-
-
-
30
-
-
33750021387
-
-
note
-
The figure shows one of the two crystallographically independent molecules. Displacement ellipsoids are drawn at 30% probability level. The structure has been deposited at the Cambridge Crystallographic Data Centre, deposition number CCDC 617970.
-
-
-
-
31
-
-
33749984182
-
-
note
-
The reasons for the effectiveness of base 21 are not clear at this time.
-
-
-
-
32
-
-
33749989025
-
-
note
-
+, 10%). A sample for X-ray crystal structure determination was prepared from DKP 22 (25 mg) via vapour diffusion from EtOAc (0.5 mL) and petrol (5 mL) over a period of seven days.
-
-
-
-
34
-
-
0010036491
-
-
For a relevant review, see:
-
For a relevant review, see:. Liebscher J., and Jin S. Chem. Soc. Rev. 28 (1999) 251
-
(1999)
Chem. Soc. Rev.
, vol.28
, pp. 251
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-
Liebscher, J.1
Jin, S.2
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35
-
-
0000493583
-
-
Williams R.M., Armstrong R.W., Maruyama L.K., Dung J.-S., and Anderson O.P. J. Am. Chem. Soc. 107 (1985) 3246
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(1985)
J. Am. Chem. Soc.
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-
Williams, R.M.1
Armstrong, R.W.2
Maruyama, L.K.3
Dung, J.-S.4
Anderson, O.P.5
-
36
-
-
0020413263
-
-
Williams R.M., Anderson O.P., Armstrong R.W., Josey J.A., Meyers H., and Eriksson C. J. Am. Chem. Soc. 104 (1982) 6092
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(1982)
J. Am. Chem. Soc.
, vol.104
, pp. 6092
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-
Williams, R.M.1
Anderson, O.P.2
Armstrong, R.W.3
Josey, J.A.4
Meyers, H.5
Eriksson, C.6
-
37
-
-
33750023401
-
-
note
-
+ 431.2302.
-
-
-
-
38
-
-
9944263397
-
-
This procedure was based on related N-acyliminium chemistry of DKPs, reported by Davies and co-workers, see for example:
-
This procedure was based on related N-acyliminium chemistry of DKPs, reported by Davies and co-workers, see for example:. Bull S.D., Davies S.G., Garner A.C., Savory E.D., Snow E.J., and Smith A.D. Tetrahedron: Asymmetry 15 (2004) 3989
-
(2004)
Tetrahedron: Asymmetry
, vol.15
, pp. 3989
-
-
Bull, S.D.1
Davies, S.G.2
Garner, A.C.3
Savory, E.D.4
Snow, E.J.5
Smith, A.D.6
-
39
-
-
0036027102
-
-
For related work, see:
-
For related work, see:. Bull S.D., Davies S.G., Garner A.C., O'Shea M.D., Savory E.D., and Snow E.J. J. Chem. Soc., Perkin Trans. 1 (2002) 2442
-
(2002)
J. Chem. Soc., Perkin Trans. 1
, pp. 2442
-
-
Bull, S.D.1
Davies, S.G.2
Garner, A.C.3
O'Shea, M.D.4
Savory, E.D.5
Snow, E.J.6
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