Skip navigation
Skip navigation

Flexible Synthesis of Enantiomerically Pure 2,8-Dialkyl-1,7-dioxaspiro[5.5]undecanes and 2,7-Dialkyl-1,6-dioxaspiro[4.5]decanes from Propargylic and Homopropargylic Alcohols

Schwartz, Brett; Hayes, Patricia Y; Kitching, William; De Voss, James Joseph


(Chemical Equation Presented) A new approach to enantiomerically pure 2,8-dialkyl-1,7-dioxaspiro[5.5]undecanes and 2,7-dialkyl-1,6-dioxaspiro[4.5] decanes is described and utilizes enantiomerically pure homopropargylic alcohols obtained from lithium acetylide opening of enantiomerically pure epoxides, which are, in turn, acquired by hydrolytic kinetic resolution of the corresponding racemic epoxides. Alkyne carboxylation and conversion to the Weinreb amide may be followed by triple-bond...[Show more]

CollectionsANU Research Publications
Date published: 2005
Type: Journal article
Source: Journal of Organic Chemistry
DOI: 10.1021/jo0477547


File Description SizeFormat Image
01_Schwartz_Flexible_Synthesis_of_2005.pdf299.25 kBAdobe PDF    Request a copy

Items in Open Research are protected by copyright, with all rights reserved, unless otherwise indicated.

Updated:  20 July 2017/ Responsible Officer:  University Librarian/ Page Contact:  Library Systems & Web Coordinator