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33751578565
-
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note
-
For the reaction workup, the reaction mixture was reversely quenched into a mixture of TEA/water/2-MeTHF. This was done to avoid polymerization of the product observed using the forward quench method.
-
-
-
-
33
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0038115310
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36
-
-
33751580362
-
-
note
-
Use of anhydrous hydrogenolysis conditions did not work well for this deprotection.
-
-
-
-
37
-
-
33751575136
-
-
note
-
t intermediate was observed. Nonetheless, the reaction was quenched after the completion of the cladinose hydrolysis due to formation of other impurities (i.e., cleavage of the desosamine sugar).
-
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38
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4344674379
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33751555955
-
-
note
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4 reaction condition with limited exceptions, although we also found few exceptions.
-
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-
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40
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0023212108
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53
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33751554931
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note
-
4 at room temperature.
-
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55
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3142712837
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Liu, Y.-T.; Wong, J. K.; Tao, M.; Osterman, R.; Sannigrahi, M.; Girijavallabhan, V. M.; Saksena, A. Tetrahedron Lett. 2004, 45, 6097-6100.
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Lall, M.S.1
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33751572369
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Ganguly, N.C.1
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60
-
-
33751558864
-
-
note
-
4 were used so that adequate stirring of the mixture could be ensured.
-
-
-
-
61
-
-
33751563956
-
-
note
-
4 (15 equiv) was needed.
-
-
-
-
62
-
-
14644419027
-
-
2 appears to be another economical option when no other acid-sensitive groups are present: Strazzolini, P.; Misuri, N.; Polese, P. Tetrahedron Lett. 2005, 46, 2075-2078.
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