| Literature DB >> 23956022 |
Michael T Holmes1, Robert Britton.
Abstract
Structural reassignment: A total synthesis of the proposed structure of (-)-laurefurenyne A has been accomplished that relies on organocatalytic aldehyde α-chlorination and a flexible chlorohydrin-based strategy for stereocontrolled access to the bis-tetrahydrofuran core of the natural product. Analysis of incongruities between the (1) H NMR spectra of synthetic and natural material led to a configurational reassignment for the natural product, which was also confirmed by total synthesis.Entities:
Keywords: chlorohydrin; laurefurenyne A; laurencia acetogenins; organocatalysis; total synthesis
Mesh:
Substances:
Year: 2013 PMID: 23956022 DOI: 10.1002/chem.201302352
Source DB: PubMed Journal: Chemistry ISSN: 0947-6539 Impact factor: 5.236