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84985088171
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Breitenstein, W.1
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84987491540
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16
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18
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0141712450
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Sharpless, K. B.; Amberg, W.; Bennani, Y. L.; Crispino, G. A.; Hartung, J.; Jeong, K.-S.; Kwong, H.-L.; Morikawa, K.; Wang, Z.-M.; Xu, D.; Zhang, X.-L. J. Org. Chem. 1992, 57, 2768.
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Xu, D.10
Zhang, X.-L.11
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19
-
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84926229772
-
-
note
-
For the determination of ee, see the Supporting Information.
-
-
-
-
21
-
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84926230308
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-
note
-
Ketene silyl acetal 7 was obtained as a single isomer, the geometry of which has not been determined.
-
-
-
-
22
-
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0028608155
-
-
3 is an effective Lewis acid in Mukaiyama aldol reaction of a silylketene acetal derived from di-tert-butyl-(2S,3S)-1,4-dioxaspiro-[4.4]nonane-2,3-dicarboxylate. Evans, D. A.; Barrow, J. C.; Leighton, J. L.; Robichaud, A. J.; Sefkow, M. J. Am. Chem. Soc. 1994, 116, 12111; Evans, D. A.; Trotter, B. W.; Barrow, J. C. Tetrahedron 1997, 53, 8779.
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J. Am. Chem. Soc.
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Evans, D.A.1
Barrow, J.C.2
Leighton, J.L.3
Robichaud, A.J.4
Sefkow, M.5
-
23
-
-
0030803002
-
-
3 is an effective Lewis acid in Mukaiyama aldol reaction of a silylketene acetal derived from di-tert-butyl-(2S,3S)- 1,4-dioxaspiro-[4.4]nonane-2,3-dicarboxylate. Evans, D. A.; Barrow, J. C.; Leighton, J. L.; Robichaud, A. J.; Sefkow, M. J. Am. Chem. Soc. 1994, 116, 12111; Evans, D. A.; Trotter, B. W.; Barrow, J. C. Tetrahedron 1997, 53, 8779.
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Evans, D.A.1
Trotter, B.W.2
Barrow, J.C.3
-
24
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0035532076
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2 as an effective Lewis acid, see: (a) Fujisawa, H.; Sasaki, Y.; Mukaiyama, T. Chem. Lett. 2001, 190.(b) Evans, D. A.; Tedrow, J. S.; Shaw, J. T.; Downey, C. W. J. Am. Chem. Soc. 2002, 124, 392. (c) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984.
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Chem. Lett.
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Fujisawa, H.1
Sasaki, Y.2
Mukaiyama, T.3
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25
-
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0037160423
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-
(a) Fujisawa, H.; Sasaki, Y.; Mukaiyama, T. Chem. Lett. 2001, 190.(b) Evans, D. A.; Tedrow, J. S.; Shaw, J. T.; Downey, C. W. J. Am. Chem. Soc. 2002, 124, 392. (c) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984.
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J. Am. Chem. Soc.
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Evans, D.A.1
Tedrow, J.S.2
Shaw, J.T.3
Downey, C.W.4
-
26
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0037065709
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(a) Fujisawa, H.; Sasaki, Y.; Mukaiyama, T. Chem. Lett. 2001, 190.(b) Evans, D. A.; Tedrow, J. S.; Shaw, J. T.; Downey, C. W. J. Am. Chem. Soc. 2002, 124, 392. (c) Sibi, M. P.; Sausker, J. B. J. Am. Chem. Soc. 2002, 124, 984.
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Sibi, M.P.1
Sausker, J.B.2
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27
-
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84926230170
-
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note
-
3, Z = 2 R1 = 0.0698 for 1 > 2.0σ, wR2 = 0.1713 for all data (5002 reflections). The details are supplied as Supporting Information (Figure SI).
-
-
-
-
28
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84926230842
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note
-
The geometry of the olefins was determined by NOESY experiment.
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-
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-
29
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0034602292
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(a) Koseki, Y.; Kusano, S.; Ichi, D.; Yoshida, K.; Nagasaka, T. Tetrahedron 2000, 56, 8855.
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(2000)
Tetrahedron
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, pp. 8855
-
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Koseki, Y.1
Kusano, S.2
Ichi, D.3
Yoshida, K.4
Nagasaka, T.5
-
30
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0033597241
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-
(b) Cid, M. M.; Dominguez, D. D.; Castedo, L.; Vazquez-Lopez, E. M. Tetrahedron 1999, 55, 5599.
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Cid, M.M.1
Dominguez, D.D.2
Castedo, L.3
Vazquez-Lopez, E.M.4
-
35
-
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84926230717
-
-
note
-
13C NMR analyses show that 15 exists in the 1,3-diketo form rather than the keto-enol form.
-
-
-
-
36
-
-
84926230199
-
-
note
-
The stereochemistry at C8 was confirmed by NOESY and difference NOE experiments, see Supporting Information.
-
-
-
-
37
-
-
84926230267
-
-
note
-
16 was obtained in 94% yield from 15 by repeated treatment with thin-layer chromatography (TLC).
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