Stereochemistry of c-4-bromo-r-1-cyano-t-3-methoxy-1,2,3,4- tetrahydroisoquinolines from isoquinoline Reissert compounds

DOI: 10.1248/cpb.45.928

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 928 - 931 (1997)

Update date:2022-08-30

Topics:

Authors:

Sugiura, Michiharu

Asai, Koosuke

Hamada, Yoshiki

Hatano, Keiichiro

Kurono, Yukihisa

Suezawa, Hiroko

Hirota, Minoru

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Article abstract of DOI:10.1248/cpb.45.928

Treatment of 2-acyl (or sulfonyl)-1-cyano-1,2-dihydroisoquinolines with bromine and CH₃OH gave 2-acyl (or sulfonyl)-4-bromo-1-cyano-3-methoxy- 1,2,3,4-tetrahydroisoquinolines in a highly stereoselective manner in high yields. The stereochemistry, with 1,4-cis and 3,4-trans configurations, was determined by X-ray crystallography.

Full text of DOI:10.1248/cpb.45.928

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