ISSN:
0018-019X
Schlagwort(e):
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
The title dicarboxylic acid 1d has been prepared in 24% overall yield via, 1,4-diazabicyclo[2.2.2]octane (DABCO)-catalyzed coupling of ethanal and tert-butyl propenoate (3) to 4, SN2′-reaction to tert-butyl (Z)-2-romomethyl-2-butenoate (5a), dehydrobrominatin to tert-butyl 2-methylidene-3-butenoate (2c), dimerizatoin to di-tert-butyl 4-vinyl-1-cyclohexene-1,4-dicarboxylate (1c) and acidic ester cleavage. Acidic cleavage of easily obtainable 5a affords (Z)-2-bromomethyl-2-butenoic acid (5a) in 68% yield with respect to ethanal.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/hlca.19840670209
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