In:
Zeitschrift für Naturforschung B, Walter de Gruyter GmbH, Vol. 59, No. 4 ( 2004-4-1), p. 468-477
Kurzfassung:
The domino Knoevenagel-hetero-Diels-Alder reaction of the aldehyde rac-8, Meldrum’s acid 2 and enol ether 3 leads to the cycloadduct rac-17 as the main product which in a second domino process was transformed into the benzoisoquinolizidine rac-18 by solvolysis, hydrogenolysis, condensation and hydrogenation; rac-18 was used as a substrate for the synthesis of the two diastereomeric epiemetine analogues 9 and 10 with 〉 96% ee (9) and 80% ee (10), respectively, by condensation with the phenylethylamine 23, Bischler-Napieralski reaction and “enantioselective” hydrogenation using the chiral catalyst (R,R)-26.
Materialart:
Online-Ressource
ISSN:
1865-7117
,
0932-0776
DOI:
10.1515/znb-2004-0415
Sprache:
Englisch
Verlag:
Walter de Gruyter GmbH
Publikationsdatum:
2004
ZDB Id:
2078109-X
ZDB Id:
124635-5
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