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Intramolecular addition of amines to chiral vinyl sulfoxides, total synthesis of (R)-(+)-canadine

✍ Scribed by Stephen G. Pyne

Book ID: 104227916
Publisher: Elsevier Science
Year: 1987
Tongue: French
Weight: 246 KB
Volume: 28
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)96613-9

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✦ Synopsis

The intramolecular conjugate addition of an amine to the chiral vinyl sulfoxides 3 and 4 to give chiral isoquinolines 5 and 6 is reported. lsoquinoline 5 is converted to (S)-(+)-Canadine via an intramolecular Pummerer reaction.

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