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ChemInform Abstract: Synthesis of 1,2-Dihydroisoquinolines by the Reaction of Isoquinoline with Allyltributyltin or Silyl Enol Ethers in the Presence of N-Acylating Agents.

✍ Scribed by T. ITOH; M. MIYAZAKI; K. NAGATA; H. HASEGAWA; A. OHSAWA; K. T. NAKAMURA

Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199818163

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✦ Synopsis

Synthesis of 1,2-Dihydroisoquinolines by the Reaction of Isoquinoline with Allyltributyltin or Silyl Enol Ethers in the Presence of N-Acylating Agents.

-Isoquinolines (I) react with allyltributyltin or silyl enol ethers (V) in the presence of acylating agents (III) to give the 1,2-adducts (IV) and (VI), respectively. Application of the enantiopure acylating agent (VII) provides a d.e. of up to 87%.

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