Tetrahedron

Synthese stereoselective de la girolline

A Ahond, A Al Mourabit, M Bedoya-Zurita, R Heng…

Index: Ahond, Alain; Mourabit, Ali Al; Bedoya-Zurita, Manuel; Heng, Richard; Braga, Raquel Marques; et al. Tetrahedron, 1992 , vol. 48, # 21 p. 4327 - 4346

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Citation Number: 14

Abstract

Desaminogirollines syn 2′ S, 3′ S and 2′ R, 3′ R have been prepared from N1- camphosulfonamide 4-carboxaldehyde imidazole and their diastereoisomeric derivatives have been separated. The stereoselective synthesis of chiral natural girolline has been achieved from D (-) arabinose: this ose is condensed with formamidine acetate to obtain a 4 (5)-[1′, 2′, 3′-trihydroxypropyl]-imidazole; the side-chain is chlorinated before being ...