Details

Autor(en) / Beteiligte

• Li, Chaomin
• Chan, Collin
• Heimann, Annekatrin C.
• Danishefsky, Samuel J.

Titel

On the Rearrangement of an Azaspiroindolenine to a Precursor to Phalarine: Mechanistic Insights

Ist Teil von

• Angewandte Chemie (International ed.), 2007-01, Vol.46 (9), p.1444-1447

Ort / Verlag

Weinheim: WILEY-VCH Verlag

Erscheinungsjahr

2007

Quelle

MEDLINE

Beschreibungen/Notizen

• An interesting rearrangement: Management of functional groups in derivatives of indoles enables a rearrangement to take place which provides the pentacyclic ring system found in phalarine (see scheme, CSA=camphorsulfonic acid, Ts=toluene‐4‐sulfonyl). Studies into the mechanism proved valuable for the total synthesis of phalarine and provided insight into the chemistry of indoles in general.