960378-06-7Relevant academic research and scientific papers
Heterogeneous Acid-Catalyzed Racemization of Tertiary Alcohols
G?rbe, Tamás,Lihammar, Richard,B?ckvall, Jan -E.
, p. 77 - 80 (2018)
Tertiary alcohols are important structural motifs in natural products and building blocks in organic synthesis but only few methods are known for their enantioselective preparation. Chiral resolution is one of these approaches that leaves one enantiomer (50 % of the material) unaffected. An attractive method to increase the efficiency of those resolutions is to racemize the unaffected enantiomer. In the present work, we have developed a practical racemization protocol for tertiary alcohols. Five different acidic resin materials were tested. The Dowex 50WX8 was the resin of choice since it was capable of racemizing tertiary alcohols without any byproduct formation. Suitable solvents and a biphasic system were investigated, and the optimized system was capable of racemizing differently substituted tertiary alcohols.
Transition metal-catalyzed pentannulation of propargyl acetates via styrylcarbene intermediates
Nakanishi, Yusuke,Miki, Koji,Ohe, Kouichi
, p. 12138 - 12148 (2008/02/10)
The indene formation from phenyl-substituted sec- and tert-propargyl esters (terminal alkynes) was achieved by platinum or ruthenium catalysis via E-vinylcarbenoid intermediate. Considering the competitive reactions of pentannulation versus cyclopropanati
