- PRODUCTION OF 1,1,1-TRIHALOGENO-2-ALKANOLS AND SOME OF THEIR PROPERTIES
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The reaction of acyclic and carbocyclic carbonyl compounds with haloforms was studied in liquid ammonia and dimethylformamide in the presence of basic catalysts (t-BuOK, KOH).As a result of the reaction 1,1,1-trihalogeno-2-alkanols were obtained.They were used for the synthesis of 1,1,1-trihalogeno-2-methoxyalkanes, 1,1-dibromoalkenes, 1,1-dichloro-2-methoxyalkenes, and alkyl mono- and dichloromethyl ketones.
- Bal'on, Ya. G.,Shul'man, M. D.,Vakulenko, L. I.
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p. 1231 - 1237
(2007/10/02)
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- Selektive Blockierung von primaeren oder sekundaeren Hydroxylgruppen mit elektroaktiven Schutzgruppen
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In a diol such as 17, at first the primary OH-group is blocked with an electroactive protecting group (18).Then the secondary OH-group is protected with a second group (19), that is reduced at more negative potentials.Controlled potential electrolysis selectively deblocks the primary OH-group.As protecting groups the tritylone (= 9,10-dihydro-10-oxo-9-phenyl-9-anthracenyl-) and 4-cyanobenzyl residue were suitable.With the help of a combination of these groups 1-dodecyloxy-3-octadecyloxy-2-propanol (27) was prepared starting with 1,2-O-isopropylideneglycerol (21).
- Stouwe, Claus van der,Schaefer, Hans J.
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p. 946 - 958
(2007/10/02)
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