A short formal total synthesis of strychnine with a samarium diiodide induced cascade reaction as the key step.

Beemelmanns C, Reissig HU (2010) A short formal total synthesis of strychnine with a samarium diiodide induced cascade reaction as the key step. Angew Chem Int Ed Engl 49(43), 8021-8025. PubMed

Abstract

Brevity is the soul of wit! The power of SmI2-induced cyclizations has been demonstrated by the shortest formal total synthesis of (±)-strychnine to date, which features a new cascade reaction. Only one protective-group transformation is required. The ketyl–aryl coupling/acylation cascade also efficiently proceeds with other indole derivatives with excellent diastereoselectivities.

Involved Units and Groups
HKI-Authors
Identifier

doi: 10.1002/anie.201003320 PMID: 20848626