@unpublished{pittir8229, month = {September}, title = {Progress Towards the Total Synthesis of 3{\ensuremath{\alpha}}-Hydroxy-15-Rippertene}, author = {Adam Jason Rosenberg}, year = {2009}, keywords = {Pauson-Khand; Rippertene; Synthesis}, url = {http://d-scholarship-dev.library.pitt.edu/8229/}, abstract = {The Rh(I)-catalyzed allenic cyclocarbonylation reaction is a formal [2 + 2 + 1] cyclocarbonylation process that has been used to gain access to 4-alkylidenecyclopentenones. Inclusion of a six-membered ring on the tether between the allene and the alkyne components allows access to a variety of [6-7-5] ring structures found in the core-skeletons of natural products such as rippertene. This thesis describes a synthetic approach to the carbocyclic skeleton of 3{\ensuremath{\alpha}}-hydroxy-15-rippertene, utilizing the Rh(I)-catalyzed allenic cyclocarbonylation reaction. Starting from 2-butyn-1-ol the [6-7-5] carbocyclic core of rippertene was synthesized in 1.9\% over 10 steps.} }