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2
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0030794321
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and references therein
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Takahashi, T.; Iwamoto, H.; Nagashima. K.; Okabe, T.; Doi, T. Angew. Chem., Int. Ed. Engl. 1997, 36, 1319 and references therein.
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4
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0026662604
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Magee, T. V.; Bornmann, W. G.; Isaacs, R. C. A.; Danishefsky, S. J. J. Org. Chem. 1992, 57, 3274. Nicolaou, K. C.; Hwang, C.-K.; Sorensen, E. J.; Clairborne, C. F. J. Chem. Soc., Chem. Commun. 1992, 1117.
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Nicolaou, K.C.1
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7
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0026650335
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Brown F. K.; Raimondi, L.; Wu, Y.-D.; Houk, K. N. Tetrahedron Lett. 1992, 33, 4405. Takahashi, T.; Nakazawa, M.; Sakamoto, Y.; Houk, K. N. Tetrahedron Lett. 1993, 34, 4075.
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Brown, F.K.1
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8
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0027325032
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Brown F. K.; Raimondi, L.; Wu, Y.-D.; Houk, K. N. Tetrahedron Lett. 1992, 33, 4405. Takahashi, T.; Nakazawa, M.; Sakamoto, Y.; Houk, K. N. Tetrahedron Lett. 1993, 34, 4075.
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Takahashi, T.1
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9
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84986437005
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All calculations were performed on MacroModel/BATCHMIN (ver 4.5). Initial coordinations generated by 1000 Monte Carlo steps were energy minimized by MM2 and Transition State Model. We are grateful to Professor W. C. Still for providing a copy of this program. Mohamadi, F.; Richards, N. G. J.; Guida, W. C.; Liskamp, T.; Lipton, M.; Caufield, C.; Chang, G.; Hendrickson, T.; Still, W. C. J. Comput. Chem. 1990, 11, 440.
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Lipton, M.5
Caufield, C.6
Chang, G.7
Hendrickson, T.8
Still, W.C.9
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10
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14444277795
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note
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Details of the calculations and those of other candidates are presented in the Supporting Information.
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-
-
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11
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0141665638
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The α-preference regioselectivity observed in the aldol reaction of the dienolate of 3-methylcrotonate with a steroidal aldehyde has been reported. Kajikawa, A.; Morisaki, M.; Ikekawa, N. Tetrahedron Lett. 1975, 47, 4135.
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Kajikawa, A.1
Morisaki, M.2
Ikekawa, N.3
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12
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0000577782
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Preliminary stereochemical studies on the reactions of the dienolate of 3-methylcrotonate with aldehydes have been reported. Dugger, R. W.; Heathcock, C. H. J. Org. Chem. 1980, 45, 1181. Majewski, M.; Mpango, G. B.; Thomas, M. T.; Snieckus, V. J. Org. Chem. 1981, 46, 2029.
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Dugger, R.W.1
Heathcock, C.H.2
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13
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0000742701
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Preliminary stereochemical studies on the reactions of the dienolate of 3-methylcrotonate with aldehydes have been reported. Dugger, R. W.; Heathcock, C. H. J. Org. Chem. 1980, 45, 1181. Majewski, M.; Mpango, G. B.; Thomas, M. T.; Snieckus, V. J. Org. Chem. 1981, 46, 2029.
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Majewski, M.1
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14
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0030600169
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For recent examples of stereocontrolled aldol reactions of a dienolate bearing a chiral auxiliary to aldehydes, see: Black, W. C.; Giroux, A.; Greidanus, G. Tetrahedron Lett. 1996, 37, 4471. Tomooka, K.; Nagasawa, A.; Wei, S.-Y.; Nakai, T. Tetrahedron Lett. 1996, 37, 8899.
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Black, W.C.1
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15
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0030566869
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For recent examples of stereocontrolled aldol reactions of a dienolate bearing a chiral auxiliary to aldehydes, see: Black, W. C.; Giroux, A.; Greidanus, G. Tetrahedron Lett. 1996, 37, 4471. Tomooka, K.; Nagasawa, A.; Wei, S.-Y.; Nakai, T. Tetrahedron Lett. 1996, 37, 8899.
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Nakai, T.4
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16
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14444267395
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note
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2-Deoxy-D-ribose was a gift from Kobayashi Koryo Kagaku.
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-
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18
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14444283200
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note
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Acid hydrolysis, followed by reduction, gave the desired diol 9 in rather low yield because of β-elimination of the lactol.
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19
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12644312578
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Mancuso, A. J.; Huang, S.-L.; Swern, D. J. Org. Chem. 1978, 43, 2480.
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21
-
-
14444276132
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note
-
Addition of 1 equiv of the ester enolate of 5 gave a low yield (30%). This also suggests that the (E)-enolate is less reactive in the 1,2-addition.
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-
-
-
24
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0030721029
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Compound i was also formed in 33% yield, probably from the regioisomeric product in the (3 + 2) cycloaddition. This regioselectivity has previously observed in the intramolecular (3 + 2) cycloaddition of N-substituted nitrones. Majumdar, S.; Bhattacharjya, A.; Patra, A. Tetrahedron Lett. 1997, 38, 8581. (Matrix Presented)
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Majumdar, S.1
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Kozikowski, A. P.; Stein, P. D. J. Am. Chem. Soc. 1982, 104, 4023. Curran, D. P. J. Am. Chem. Soc. 1982, 104, 4024.
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0028353983
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Nadizadeh, H.10
Suzuki, Y.11
Tao, C.12
Vu, P.13
Tang, S.14
Zhang, P.15
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Gentile, L.N.17
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