ISSN:
0941-1216
Schlagwort(e):
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
The Michael addition of nucleophiles 5-10 derived from β-ketoesters with the methyl-1,4-naphthoquinones 16 and 20 was systematically investigated in connection with a biomimetic type synthesis of angucyclinone antibiotics. Drawbacks of these reactions were the formation of regioisomers (e.g. 12/13 and 18/19), unwanted cyclizations (14 and 15), and occasional 1,2-addition (23). No side reactions and a good overall yield (80%) in the attachment of a C3-2-oxoside chain was achieved by Stille reaction of allyl stannane 11 with the bromoquinone 24 followed by cleavage of the double bond to yield ketone 26.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/prac.19973390123
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