Domino-Michael Addition, (E)-5-(2-nitrovinyl)benzo[d][1,3]dioxole, 1,1-diethyl 5-methyl (E)-pent-4-ene-1,1,5-tricarboxylate, diethyl (2R,3R,4S)-2-(benzo[d][1,3]dioxol-5-yl)-4-(2-methoxy-2-oxoethyl)-3-nitrocyclohexane-1,1-dicarboxylate, N-(3,5-Dimethylphenyl)-N′-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea, Quinine Derivative

Concise construction of the tetracyclic core of lycorine-type alkaloids and the formal synthesis of α-lycorane based on asymmetric bifunctional thioureacatalyzed cascade reaction.

DOI Number:

10.1039/C2OB26422F

Link to literature

Reaction Category:

Cascade reaction | Cyclization

MOP ID:

MOP_0000561

Educt:

(E)-5-(2-nitrovinyl)benzo[d][1,3]dioxole, 1,1-diethyl 5-methyl (E)-pent-4-ene-1,1,5-tricarboxylate

Product:

diethyl (2R,3R,4S)-2-(benzo[d][1,3]dioxol-5-yl)-4-(2-methoxy-2-oxoethyl)-3-nitrocyclohexane-1,1-dicarboxylate

Catalyst:

N-(3,5-Dimethylphenyl)-N′-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea

Cas No:

1408234-40-1



Associated Product from Buchler GmbH:

Quinine Base

Cas No:

130-95-0