A synthesis of (±)-ipalbidine using sulfur-controlled 6-exo selective radical cyclization of α-phenylthio amide

DOI: 10.3987/COM-98-S(H)13

Source and publish data:

Heterocycles p. 31 - 34 (1999)

Update date:2022-08-04

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Authors:

Ikeda, Masazumi

Shikaura, Jiro

Maekawa, Noriko

Daibuzono, Kaori

Teranishi, Hirotaka

Teraoka, Yoshiko

Oda, Norio

Ishibashi, Hiroyuki

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Article abstract of DOI:10.3987/COM-98-S(H)13

A synthesis of (±)-ipalbidine (1) has been achieved using Bu₃SnH- mediated 6-exo selective radical cyclization of 2-[3-(phenylthio)prop-2- enyl]-N-[α(p-methoxyphenyl)-α-(phenylthio)acetyl]pyrrolidine (15) as a key step.

Full text of DOI:10.3987/COM-98-S(H)13

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Product name:2-(4-Methoxy-phenyl)-1-[2-((E)-3-phenylsulfanyl-allyl)-pyrrolidin-1-yl]-ethanone

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