The Birch reduction-dialkylation reaction. Scope and limitations
The Birch reduction-dialkylation reaction has been studied with different aromatic carboxylic acids and primary and secondary bromides. From these results it can be concluded that it is a reasonably general reaction. However, we found important exceptions with the primary bromides: allyl bromide, β-phenethyl bromide, and 5-bromo-2-methyl-2-pentene. The unusual behavior of allyl bromide is briefly discussed.
Castanedo, Ricardo,Covarrubias-Zú?iga, Adrián,Maldonado, Luis A.
p. 973 - 976
(2007/10/03)
AN ALTERNATE SYNTHESIS OF FUROVENTALENE USING AN EXTENSION OF HAGIWARA'S CONSTRUCTION OF THE 3-METHYLFURAN MOIETY
A new total synthesis of furoventalene 5 is reported.Key steps in the sequence are the Birch reduction-homoprenylation in situ of aromatic carboxylic acids precursors, construction of the 3-methylfuran moiety by Hagiwara's method and decarboxylative aroma
Castanedo, Ricardo,Zetina, Carlos Bernardo,Maldonado, Luis Angel
p. 175 - 178
(2007/10/02)
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