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Approaches to the isoquinoline quinone antibiotics. Additions of an amino acid derivative to a quinone monoacetal.

✍ Scribed by Kathlyn A. Parker; Isaac D. Cohen; Robert E. Babine


Book ID
104242263
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
227 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis


The addition of the benzylidine derivative of ethyl glycine to the enone system of a quinone monoacetal and subsequent aromatization provide a high yield preparation of intermediates for the synthesis of ieoquinoline quinones.


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## Abstract The configuration of the olefins has significant influence on the stereoselectivity: the (Z)‐isomer provides the highest yield and enantioselectivity, while the (E)‐isomer or the Z/E‐mixture afford poor results.