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0027474333
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8944263299
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-
50
-
-
85034482986
-
-
note
-
5a,d
-
-
-
-
51
-
-
85034471786
-
-
note
-
1H NMR in the extracts after workup.
-
-
-
-
52
-
-
85034474781
-
-
note
-
The configuration at C(22) of the conjugate addition products (23, 24, 27, and 28) was assigned by analogy with the facial selectivity of the cuprate addition to enones 1-4. The E- and Z-geometrically isomeric pair of enoates (5-8) showed reverse facial selectivity, which was the same as that of enones 1-4, so that both the mechanism and facial selectivity of the reaction with enoates 5-8 are assumed to be the same as those of the reaction with enones 1-4.
-
-
-
-
53
-
-
85034467147
-
-
2c,d
-
2c,d
-
-
-
-
54
-
-
85034463435
-
-
Z to E isomerization was observed in byproducts 20 and 21
-
(b) Z to E isomerization was observed in byproducts 20 and 21.
-
-
-
-
55
-
-
0001249846
-
-
2c,d,12a-d (a) Horiguchi, Y.; Matsuzawa, S.; Nakamura, E.; Kuwajima, I. Tetrahedron Lett. 1986, 27, 4025-4028. (b) Nakamura, E.; Matsuzawa, S.; Horiguchi, Y.; Kuwajima, I. Ibid. 1986, 27, 4029- 4032.
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Horiguchi, Y.1
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56
-
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0001080242
-
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2c,d,12a-d (a) Horiguchi, Y.; Matsuzawa, S.; Nakamura, E.; Kuwajima, I. Tetrahedron Lett. 1986, 27, 4025-4028. (b) Nakamura, E.; Matsuzawa, S.; Horiguchi, Y.; Kuwajima, I. Ibid. 1986, 27, 4029- 4032.
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Nakamura, E.1
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59
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33847799798
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Ireland, R.E.1
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60
-
-
85034474987
-
-
MMX (an enhanced version of MM2) was calculated using the software PCMODEL (Serena Software, Bloomington, IN)
-
MMX (an enhanced version of MM2) was calculated using the software PCMODEL (Serena Software, Bloomington, IN).
-
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61
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0023043811
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Houk, K. N.; Paddon-Row, M. N.; Rondan, N. G.; Wu, Y.-D.; Brown, F. K.; Spellmeyer, D. C.; Metz, J. T.; Richard, Y. L.; Loncharich, R. J. Science 1986, 231, 1108-1117.
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62
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49949128203
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63
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0002451214
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Cherest, M.; Felkin, H.; Prudent, N. Tetrahedron Lett. 1968, 2199-2204. Anh, N. T.; Eisenstein, O. Nouv. J. Chim. 1977, 1, 61- 70.
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Anh, N.T.1
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64
-
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85034486372
-
-
note
-
6 The configurations of other cuprate addition products 15, 16, 23, 24, 27, and 28 were assigned on the basis of an assumption that those cuprate additions operate via a similar mechanism and hence have similar facial selectivity.
-
-
-
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65
-
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33845557222
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(a) Lipshutz, B. H.; Wilhelm, R. S.; Floyd, D. M. J. Am. Chem. Soc. 1981, 103, 7672-7674.
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0001606689
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0000833130
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Bertz, S.H.1
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0001787304
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(b) Lindstedt, E. L.; Nilsson, M.; Olsson, T. Ibid. 1987, 334, 255-261.
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Lindstedt, E.L.1
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Krause, N.1
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0026742754
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81
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0001277227
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Lipshutz, B.H.1
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33748217628
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(f) Dorigo, A. E.; Wanner, J.; Schleyer, P. R. Angew. Chem., Int. Ed. Engl. 1995, 34, 476-478.
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Dorigo, A.E.1
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85
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0001611849
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(c) Yamamoto, Y.; Nishii, S.; Ibuka, T. J. Am. Chem. Soc. 1988, 110, 617-618.
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Yamamoto, Y.1
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87
-
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37049077906
-
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(e) Chounan, Y.; Ibuka, T.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1994, 2003-2004.
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Chounan, Y.1
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-
88
-
-
85034469889
-
-
note
-
2O as the Lewis acid in place of TMSCl and HMPA gave unsatisfactory results in our studies.
-
-
-
-
89
-
-
85034477919
-
-
note
-
We have confirmed that this rule can be applicable to almost all known stereochemical results of cuprate additions to acyclic enones and enoates having γ-alkoxy or γ-phenyl substituants. These results will be reported separately.
-
-
-
-
90
-
-
85034476625
-
-
In entries 14, 15, 17, 21, 23, and 26 in Table 1, the residue was chromatographed on silica gel at this stage to isolate the byproduct 20, 21, or 22
-
In entries 14, 15, 17, 21, 23, and 26 in Table 1, the residue was chromatographed on silica gel at this stage to isolate the byproduct 20, 21, or 22.
-
-
-
-
91
-
-
0000813254
-
-
Bertz, S. H.; Miano, G.; Rossiter, B. E.; Snyder, J. P. J. Am. Chem. Soc. 1995, 117, 11023-11024.
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Bertz, S.H.1
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Rossiter, B.E.3
Snyder, J.P.4
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