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26
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0026327529
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-
The acetonide corresponding to (S)-1 can also be used in aldol reactions with good results (E. Falomir, PhD Thesis, University of Castellón, 1998). Ketone (S)-1, however, is obtained with a better yield from L-erythrulose. The acetonide corresponding to (R)-1 is known; see, for example: Ziegler, F. E.; Tung, J. S. J. Org. Chem. 1991, 56, 6530-6537.
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33751386593
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0001222211
-
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(b) Mukaiyama, T.; Inoue, T. Bull. Chem. Soc. Jpn. 1980, 53, 174-178. For a general review on boron aldol additions, see: Cowden, C. J.; Paterson, I. Org. React. 1997, 51, 1-200.
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Mukaiyama, T.1
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29
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0001790298
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(b) Mukaiyama, T.; Inoue, T. Bull. Chem. Soc. Jpn. 1980, 53, 174-178. For a general review on boron aldol additions, see: Cowden, C. J.; Paterson, I. Org. React. 1997, 51, 1-200.
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30
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0025364262
-
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decomposition
-
2NEt: Evans, D. A.; Clark, J. S.; Metternich, R.; Novack, V. J.; Sheppard, G. S. J. Am. Chem. Soc. 1990, 112, 866-868 (decomposition).
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Sheppard, G.S.5
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31
-
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0030932639
-
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decomposition
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2NEt: Rossi, T.; Marchioro, C.; Paio, A.; Thomas, R. J.; Zarantonello, P. J. Org. Chem. 1997, 62, 1653-1661 (decomposition).
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Rossi, T.1
Marchioro, C.2
Paio, A.3
Thomas, R.J.4
Zarantonello, P.5
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34
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0000262287
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(b) Gennari, C.; Colombo, L.; Bertolini, G.; Schimperna, G. J. Org. Chem. 1987, 52, 2754-2760.
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0034674548
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Vicario, J.L.1
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0030036748
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(a) Cole, D. C. Tetrahedron 1994, 50, 9517-9582.
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0000265844
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2BCl/tertiary amine to yield E boron enolates, see Ref. 8a and: (a) Brown, H. C.; Dhar, R. K.; Bakshi, R. K.; Pandiarajan, P. K.; Singaram, B. J. Am. Chem. Soc. 1989, 111, 3441-3442.
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0001103515
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Paterson, I.; Wallace, D. J.; Velázquez, S. M. Tetrahedron Lett. 1994, 9083-9086. These authors suggested that initial formation of a five-membered chelate involving the boron, the carbonyl oxygen and the α oxygen atoms, followed by stereoselective deprotonation by the tertiary amine, explains the formation of a Z enolate. This and other alternative explanations are now being studied by us at both the theoretical and experimental level.
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Paterson, I.1
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0001346069
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0343055580
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Computational ab initio calculations on enolization and aldolization processes are being performed by Dr. J. Murga and will be disclosed in due time
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Computational ab initio calculations on enolization and aldolization processes are being performed by Dr. J. Murga and will be disclosed in due time.
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