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Synthese und Auftrennung von racemischen, isomeren Desoxo‐demethylcassain‐Derivaten. 1. Mitteilung über Cassain‐Analoga
Author(s) -
Hauth H.,
Stauffacher D.
Publication year - 1971
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19710540507
Subject(s) - chemistry , transesterification , stereochemistry , tricyclic , organic chemistry , catalysis
For the synthesis of analogues of Erythrophleum alkaloids the tricyclic ketones 3 ( trans‐anti‐trans ) and 5 ( trans‐anti‐cis ) were prepared. Reaction of 3 and 5 with triethyl phosphonoacetate led to a mixture of cis/trans compounds, which could be separated in a preparative scale into the uniform racemic isomers 8 and 9, 22 and 23 , respectively. Transesterification of these compounds gave the corresponding 2‐dimethylamino‐ethyl esters.