(+)-Itomanallene A was isolated by Suzuki et al. from the red alga Laurencia intricata collected at Itoman (Japan) in 2002. The first asymmetric total synthesis of (+)-itomanallene A (revised structure) has been accomplished starting from commercially available (S)-glycidol in a substrate-controlled fashion. The approach yields a,a'-cis- or a,a'-transtetrahydrofuran isomers by intramolecular alkylation with either an amide enolate or a nitrile anion, respectively.

Substrate-controlled asymmetric total synthesis and structure revision of (+)-itomanallene A

243rd National Meeting (2012)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.