Neighboring Group Participation in a Regio- and Stereoselective Chlorination of a Bicyclo[2.2.2]octanone
Research output: Contribution to journal › Article
The zinc chloride-mediated acetylation of the optically active silyl enol ether 2a gave the beta-diketone 3a (48%) together with the regio- and stereoselectively chlorinated compound 4 (27%). The yield of 4 increased to 70% by starting from the O-acetyl derivative 2c. The chlorination most likely occurs via neighboring group participation by the endo acetoxy group.
|Research areas and keywords||
Subject classification (UKÄ) – MANDATORY
|Journal||Journal of Organic Chemistry|
|Publication status||Published - 1996|
The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)
Related research output
Synthesis of Optically Active Bicyclo[2.2.2]octane Derivatives - A Study Towards Novel Taxol Mimics and Development of New Chiral Ligands for Asymmetric CatalysisAlmqvist, F., 1996, Organic Chemistry, Lund University. 85 p.
Research output: Thesis › Doctoral Thesis (compilation)