The synthesis is reported of 3-s-butyl-4-methyl-3,6,8-trihydroxy-3,4- dihydroisocoumarin (1a) and 3-(1-methyl-prop-1-enyl)-4-methyl-3,6,8-trihydroxy- 3,4-dihydroisocoumarin (1b) using organocopper reagents and anions of 1,3-dithians for compound (1a), and anions of 1,3-dithians and of O-trimethylsilylcyanohydrins for compound (1b). The synthetic methods used represent new means for attaining an extensive range of acetogenins of natural origin and of biogenetic intermediates.

Acetogenin synthesis. Organocopper reagents, anions of 1,3-dithians and of protected cyanohydrins as intermediates in ketide side-chain synthesis / L. Colombo, C.M.A. Gennari, M. Santandrea, E. Narisano, C. Scolastico. - In: JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. I. - ISSN 0300-922X. - (1980), pp. 136-140. [10.1039/P19800000136]

Acetogenin synthesis. Organocopper reagents, anions of 1,3-dithians and of protected cyanohydrins as intermediates in ketide side-chain synthesis

C.M.A. Gennari;
1980

Abstract

The synthesis is reported of 3-s-butyl-4-methyl-3,6,8-trihydroxy-3,4- dihydroisocoumarin (1a) and 3-(1-methyl-prop-1-enyl)-4-methyl-3,6,8-trihydroxy- 3,4-dihydroisocoumarin (1b) using organocopper reagents and anions of 1,3-dithians for compound (1a), and anions of 1,3-dithians and of O-trimethylsilylcyanohydrins for compound (1b). The synthetic methods used represent new means for attaining an extensive range of acetogenins of natural origin and of biogenetic intermediates.
Settore CHIM/06 - Chimica Organica
Article (author)
File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate

Caricamento pubblicazioni consigliate

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/175913
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 26
  • ???jsp.display-item.citation.isi??? 29
social impact