Abstract
Pyrimidyl alkanol and related compounds were found to be asymmetric autocatalysts in the enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde and related aldehydes. In the asymmetric autocatalysis with amplification of enantiomeric excess (ee), the very low ee (ca. 0.00005%) of 2-alkynyl-5-pyrimidyl alkanol was significantly amplified to >99.5% ee with an increase in the amount. By using asymmetric autocatalysis with amplification of ee, several origins of homochirality have been examined. Circularly polarized light, chiral quartz, and chiral crystals formed from achiral organic compounds such as glycine and carbon (13C/12C), nitrogen (15N/14N), oxygen (18O/16O), and hydrogen (D/H) chiral isotopomers were found to act as the origin of chirality in asymmetric autocatalysis. And the spontaneous absolute asymmetric synthesis was also realized without the intervention of any chiral factor.
Highlights
The origins of biological homochirality of l-amino acids and d-sugars have attracted considerable attention ever since Pasteur discovered molecular dissymmetry in 1848 [1]
We describe the study on the elucidation of the origin of homochirality of organic compounds by using asymmetric autocatalysis [24,25,26,27,28,29,30,31,32,33,34,35,36]
We reported the relationship between the time, yield, and ee of the product by groups investigated mechanism oforder asymmetric autocatalysis
Summary
The origins of biological homochirality of l-amino acids and d-sugars have attracted considerable attention ever since Pasteur discovered molecular dissymmetry in 1848 [1]. Several theories of the origins of homochirality of organic compounds have been proposed [2,3,4,5,6,7,8,9,10], the enantiomeric excesses induced by these have usually been very low. For organic compounds to achieve homochirality, an amplification process from low enantiomeric excess (ee) to very high ee is required [11,12,13,14,15,16,17,18,19,20,21,22,23]. Asymmetric autocatalysis with amplification of chirality has been envisaged as the efficient process. Mechanism, a mathematical equation, of asymmetric autocatalysis showing any chemical structure in [21].
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
