Issue 0, 1980

Photocyclisation of enamides. Part 17. Total synthesis of (±)-corynoline, (±)-12-hydroxycorynoline, and (±)-11-epicorynoline

Abstract

Photocyclisation of the enamide (1) followed by stereoselective functionalisation of the cis-lactam (4c) completed the first total synthesis of the alkaloids, (±)-corynoline (7e), (±)-12-hydroxycorynoline (7d), and (±)-11-epicorynoline (7c). Participation of the basic nitrogen in the oxidation with peracid was also suggested.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1980, 212-216

Photocyclisation of enamides. Part 17. Total synthesis of (±)-corynoline, (±)-12-hydroxycorynoline, and (±)-11-epicorynoline

I. Ninomiya, O. Yamamoto and T. Naito, J. Chem. Soc., Perkin Trans. 1, 1980, 212 DOI: 10.1039/P19800000212

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