Issue 36, 2019

Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid–vapor phase conditions

Abstract

Among several theories proposed for the origin of homochirality, absolute asymmetric synthesis is unique because it produces chiral compounds without the intervention of any chiral factor. Here we report on the kinetically controlled heterogeneous solid–vapor phase absolute asymmetric synthesis in conjunction with asymmetric autocatalysis with amplification of chirality. Each reaction, carried out in a test tube, between achiral powder crystals of pyrimidine-5-carbaldehyde and the vapor of diisopropylzinc, is controlled kinetically to afford either (S)- or (R)-pyrimidyl alkanol.

Graphical abstract: Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid–vapor phase conditions

Supplementary files

Article information

Article type
Communication
Submitted
07 Mar 2019
Accepted
03 Apr 2019
First published
04 Apr 2019
This article is Open Access
Creative Commons BY license

Chem. Commun., 2019,55, 5223-5226

Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid–vapor phase conditions

Y. Kaimori, Y. Hiyoshi, T. Kawasaki, A. Matsumoto and K. Soai, Chem. Commun., 2019, 55, 5223 DOI: 10.1039/C9CC01875A

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