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0001057537
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Asymmetric ene reactions of glyoxylates: a) Whitesell, J. K.; Bhattacharya, A.; Buchanan, C. M.; Chen, H. H.; Deyo, D.; James, D.; Liu, C.-L.; Minton, M. A. Tetrahedron 1986, 42, 2993-3001. (b) Mikami, K. Pure Appl. Chem. 1996, 68, 639 and references therein. Ene reactions of pyruvates:
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Asymmetric ene reactions of glyoxylates: a) Whitesell, J. K.; Bhattacharya, A.; Buchanan, C. M.; Chen, H. H.; Deyo, D.; James, D.; Liu, C.-L.; Minton, M. A. Tetrahedron 1986, 42, 2993-3001. (b) Mikami, K. Pure Appl. Chem. 1996, 68, 639 and references therein. Ene reactions of pyruvates:
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0001997457
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(a) Moorlag, H.; Kellogg, R. M.; Kloosterman, M.; Kaptein, B.; Kamphuis, J.; Schoemaker, H. E. J. Org. Chem. 1990, 55, 5878-5881.
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0001665760
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19
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0029089534
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For a stereodivergent reduction of prolinol based hemiacetals of α-keto acids see: Pansare, S. V.; Ravi, R. G. Tetrahedron Lett. 1995, 36, 5959-5962.
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20
-
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85034486756
-
-
note
-
Hemiacetal 1d: colorless, orthorhombic crystals; space group P212121; unit cell parameters, a = 8.083(2) Å, b = 9.135(4) Å, c = 40.635(5) Å; α = 90°, β= 90°, γ = 90°; Z = 8, R (I > 2σ(I)) = 0.0495, GOF = 1.119. Hemiacetal 1e: colorless, orthorhombic crystals; space group P212121- unit cell parameters, a = 8.256(5) Å, b = 9.522(2) Å, c = 18.836(4) Å; α = 90°, β= 90°, γ = 90°; Z = 4, R (I > 2σ(I)) = 0.0365, GOF = 1.071.
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21
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0000210175
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(a) Tomooka, K.; Okinaga, T.; Suzuki, K. Tsuchihashi, G. Tetrahedron Lett. 1989, 30, 1563-1566.
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Tomooka, K.1
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0000606901
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(b) Tomooka, K.; Okinaga, T.; Suzuki, K. Tsuchihashi, G. Tetrahedron Lett. 1987, 28, 6335-6338.
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(c) Tomooka, K.; Matsuzawa, K.; Suzuki, K.; Tsuchihashi, G. Tetrahedron Lett. 1987, 28, 6339-6342.
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24
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85034483898
-
-
note
-
13C NMR.
-
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-
-
25
-
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0000943833
-
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The stereochemical assignment is based on the reported trend in chemical shifts for the olefinic methine protons in (E) and (Z)-benzylidenecamphor derivatives, see: Kossanyi, J.; Furth, B.; Morizur, J. P. Tetrahedron 1970, 26, 395-409.
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26
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0000087168
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The alkylation of an ephedrine-based glycolic acid derivative has been briefly described. However, removal of the ephedrine portion was not investigated due to potential difficulties; see: Ludwig, J. W.; Newcomb, M.; Bergbreiter, D. E. Tetrahedron Lett. 1986, 27, 2731-2734.
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Ludwig, J.W.1
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27
-
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85034468001
-
-
note
-
Dissolving metal reduction of 2a generated a mixture of Products arising from cleavage of both the benzylic C-O bonds and other side reactions. Other methods for regioselective cleavage of 2a are being examined.
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28
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0001639775
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(a) Ohta, H.; Kimura, Y.; Sugano, Y.; Sugai, T. Tetrahedron 1989, 45, 5469-5476.
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0001151568
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0000599790
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(a) Chiral glycine derivatives: Vigneron J. P.; Kagan, H.; Horeau, A. Tetrahedron Lett. 1968, 5681-5683. Sinclair, P. J.; Zhai, D.; Reibenspies, J.; Williams, R. M. J. Am. Chem. Soc. 1986, 108, 1103-1104. Williams, R. M. Aldrichim. Acta 1992, 25, 11-25.
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0001459021
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(a) Chiral glycine derivatives: Vigneron J. P.; Kagan, H.; Horeau, A. Tetrahedron Lett. 1968, 5681-5683. Sinclair, P. J.; Zhai, D.; Reibenspies, J.; Williams, R. M. J. Am. Chem. Soc. 1986, 108, 1103-1104. Williams, R. M. Aldrichim. Acta 1992, 25, 11-25.
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Williams, R.M.1
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36
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85034479305
-
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note
-
Extended reaction times lead to the exclusive formation of a dimeric product that probably arises from reaction of the enol ether in 3b with the oxocarbenium ion derived from 1b.
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0031527773
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