Allenes. Part XXXII. A general synthesis of allenediynes from allenic bromides and butadiynyl(trimethyl)silane and the synthesis of two natural allenes, (±)-octa-2,3-diene-5,7-diyn-1-ol and (±)-undeca-5,6-diene-8,10-diyn-1-ol

Abstract

Allenediynes have been synthesised by reactions of 1-bromoallenes with butadiynyl(trimethyl)- or butadiynyl(triethyl)-silane, followed by desilylation with methanolic sodium hydroxide. Application of this method to the first synthesis of two natural allenes, (±)-octa-2,3-diene-5,7-diyn-1-ol and (±)-undeca-5,6-diene-8,10-diyn-1-ol, is described.