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Updated: Feb 13, 2026

Predicting Catalyst Extrudate Breakage Based on the Modulus of Rupture
Published on: May 13, 2018
Catalyst-controlled diastereoselectivity reversal in the formation of dihydropyrans
Taichi Kano1, Hiroki Maruyama1, Chihiro Homma1
1Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan. maruoka@kuchem.kyoto-u.ac.jp.
Abstract:
An enantioselective synthesis of cis-dihydropyrans as the formal HDA reaction products was achieved through the catalyst-controlled anti-selective conjugate addition of aldehydes to β,γ-unsaturated α-keto esters. The observed unusual cis-selectivity could be attributed to the stabilization of the less favorable transition state for anti-conjugate adducts by the hydrogen bonding between the hydroxy group of the amino diol catalyst and β,γ-unsaturated α-keto esters.
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