120467-71-2Relevant articles and documents
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Woodward,Borcherdt,Fuson
, p. 2103 (1934)
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Diastereoselective synthesis of β-amino ketone and acid derivatives by palladium-catalyzed conjugate addition
Zhi, Wubin,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng
, p. 2736 - 2740 (2018/06/25)
The first diastereoselective synthesis of β-amino ketone and β-amino acid derivatives by palladium-catalyzed conjugate addition of arylboronic acids to chiral β-enamino ketones and β-enamino esters is reported. The catalytic system employing (S)-4-(tert-butyl)oxazolidin-2-one as the chiral auxiliary in water under an air atmosphere provides β-amino ketone and β-amino acid derivatives in high yields with excellent diastereoselectivity.
SYNTHESIS OF JUVABIONE ANALOGUES
Mane, Ramchandra B.,Desai, Uday V.,Hebbalkar, Geeta D.
, p. 646 - 657 (2007/10/02)
Alkylation of various β-ketoesters IIIa-d with bis(p-methoxycarbonylphenyl)bromomethane (II) and bis(p-chlorophenyl)bromomethane (VI) followed by cleavage of ethoxycarbonyl group or hydrolysis and esterification gave methoxycarbonylphenyl and chlorophenyl analogues of ar-juvabione, respectively.Condensation of bis(p-methoxycarbonylphenyl)methanol (IX) with isovaleryl and trichloroacetyl chloride gave isovalerate X and trichloroacetate XI, respectively, while the condensation of bis(p-chlorophenyl)methanol (XII) with isovaleryl chloride and citronellyl bromide yieldedisovalerate XIII and citronellyl ether XIV, respectively.The methoxycarbonylation of aryl-alkyl ketones XVa-d with oxalyl chloride and treatment with methanol furnished various ar-juvabione analogues XVIa-d.The compounds Vb, Vc, Vd, XVIb, and XVIc showed high activity against Dysdercus koenigii at 1μg concentration.
