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Condensation of imines with homophthalic anhydrides. A convergent synthesis of cis- and trans-13-methyltetrahydroprotoberberines

โœ Scribed by Cushman, Mark; Gentry, John; Dekow, Frederick W.


Book ID
120533296
Publisher
American Chemical Society
Year
1977
Tongue
English
Weight
794 KB
Volume
42
Category
Article
ISSN
0022-3263

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Lewis acid-induced reaction of homophtha
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Cycloaddition of imines with homophthalic anhydride in the presence of BF 3 leads to the trans isomers of isoquinolonic acids with a high stereoselectivity and avoids the formation of homophtalic amides. This catalyst extends the scope of the reaction to imines which did not react under previously d