Journal
ORGANIC LETTERS
Volume 13, Issue 6, Pages 1517-1519Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol200157x
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Funding
- Welch Foundation [F-1694]
- Texas Institute for Drug and Diagnostic Development
- University of Texas at Austin
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The palladium-catalyzed, hydroxyl-directed cyclization reactions of 1,6-enynes provide a highly diastereoselective process for the syntheses of stereochemically defined cyclopentanes. Consistently high levels of cis-selectivity are possible using homopropargyl alcohols in contrast to the corresponding propargyl alcohols. Hydroborylative enyne cyclizations coupled with this directing group effect provide a useful method for the syntheses of multifaceted compounds bearing all carbon quaternary centers.
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