- Total synthesis of (-)-isoavenaciolide.
Total synthesis of (-)-isoavenaciolide.
The Journal of organic chemistry (2013-01-24)
David Santos, Xavier Ariza, Jordi Garcia, Paul Lloyd-Williams, Agustín Martínez-Laporta, Carolina Sánchez
PMID23339655
ABSTRACT
An enantioselective approach to (-)-isoavenaciolide was achieved starting from 1-undecyn-3-ol. The synthesis relied upon the preparation of a chiral 4-silyloxy-2-alkenylborane by hydroboration of a protected 2,3-allenol and subsequent stereoselective addition to 2-thiophenecarboxaldehyde.