Issue 22, 1989

Ruthenium-catalysed atom-transfer cyclisation of N-(cyclohex-2-enyl)-α-chloro-α-(phenylthio)acetamides. A formal total synthesis of (±)-haemanthidine and (±)-pretazettine

Abstract

The hydroindole (18), which previously served as a key intemediate in the total synthesis of (±)-haemanthidine (2) and (±)-pretazettine (1), has been prepared in a highly stereocontrolled manner by a reaction sequence involving a ruthenium-catalysed atom-transfer cyclisation of an α-chloro sulphide.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1989, 1767-1769

Ruthenium-catalysed atom-transfer cyclisation of N-(cyclohex-2-enyl)-α-chloro-α-(phenylthio)acetamides. A formal total synthesis of (±)-haemanthidine and (±)-pretazettine

H. Ishibashi, H. Nakatani, S. Iwami, T. Sato, N. Nakamura and M. Ikeda, J. Chem. Soc., Chem. Commun., 1989, 1767 DOI: 10.1039/C39890001767

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