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20544443728
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For an example on self-metathesis reaction of carbohydrate derived terminal olefins (e.g., 5,6-dideoxy-1,2-O-isopropylidene-α-d-ribo-hex-5-enofuranose) see:
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For an example on self-metathesis reaction of carbohydrate derived terminal olefins (e.g., 5,6-dideoxy-1,2-O-isopropylidene-α-d-ribo-hex-5-enofuranose) see:. Hadwiger P., and Stütz A.E. Synlett (1999) 1787
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41
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43749107556
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note
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Attempted metathesis of uridine precursor 3 with 4a or 4b in the presence of Hoveyda-Grubb's catalyst failed to give products 5a or 5c. It seems that 2nd generation Grubbs catalyst is more compatible with pyrimidine bases, while Hoveyda-Grubbs catalyst gave better results with purine nucleosides.
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42
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20544450502
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43749100461
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5a,18) produced desired 11a and 12a in low and irreproducible yields (∼5-20%).
-
5a,18) produced desired 11a and 12a in low and irreproducible yields (∼5-20%).
-
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48
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0035829031
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Falck J.R., Kumar P.S., Reddy Y.K., Zou G., and Capdevila J.H. Tetrahedron Lett. 42 (2001) 7211
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26b was unsuccessful.
-
26b was unsuccessful.
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52
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31444443317
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For studies on differentiation of two chlorine atoms in stepwise double alkylation reactions of 1,1-dichloroalkenes see:
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43749124647
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28b (which also has an oxygen atom at the γ-carbon from the halovinyl unit) also produced E/Z mixture of the coupling products.
-
28b (which also has an oxygen atom at the γ-carbon from the halovinyl unit) also produced E/Z mixture of the coupling products.
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55
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11,28b byproducts.
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