Vitamin-B12-Catalyzed C,C-Bond Formation. Synthesis of a california red scale pheromone

Autor: Christophe Weymuth, Lucas Auer, Rolf Scheffold
Rok vydání: 1993
Předmět:
Zdroj: Helvetica Chimica Acta. 76:810-818
ISSN: 1522-2675
0018-019X
Popis: A Mixture of (3S,6R)- and (3R,6R)-3-methyl-6-(1-methylethenyl)dec-9-enyl acetate (1a and 1b, respectively)–1a being a pheromone of the California red scale – is synthesized in 14 steps from (+)-(R)-limonene (4). The key step is the reductive vitamin-B12-catalyzed coupling of (R)-5-(2-iodoethyl)-6-mehtylhept-6-en-2-one ethylene acetal (8) and methyl crotonate (3).
Databáze: OpenAIRE