An expeditious route to eight- and nine-membered carbocycles based on a RCM-ring fragmentation strategy

JR Rodriguez; L Castedo; JL Mascarenas

doi:10.1021/ol0063959

An expeditious route to eight- and nine-membered carbocycles based on a RCM-ring fragmentation strategy

Org Lett. 2000 Oct 5;2(20):3209-12. doi: 10.1021/ol0063959.

Authors

JR Rodriguez¹, L Castedo, JL Mascarenas

Affiliation

¹ Departamento de Quimica Organica y Unidad Asociada al CSIC, Universidad de Santiago de Compostela, 15706 Santiago de Compostela, Spain.

PMID: 11009383
DOI: 10.1021/ol0063959

Abstract

The presence of a temporary one-atom internal tether in 1,9-deca- and 1,10-undecadienes allows their efficient ring-closing metathesis (RCM). Cleavage of the bridging tether of the resulting bicycles provides eight- or nine-membered carbocycles, medium-sized rings that are difficult to assemble using other currently available procedures.