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First total synthesis of the 1,2,3,4-tetrahydronaphtho[2,1-f]isoquinoline annoretine

✍ Scribed by M.Carme Pampı́n; Juan C Estévez; Luis Castedo; Ramón J Estévez

Book ID
104230242
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
59 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

Here we describe the first total synthesis of the 1,2,3,4-tetrahydronaphtho[2,1-f ]isoquinoline (6) annoretine from N-carbethoxy-o-styrylphenylethylamines 2. The key steps were the Bischler-Napieralski reaction to form the isoquinoline unit and photocyclization of the resulting 5-styrylisoquinoline 3 to naphtoisoquinoline 4.

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