Asymmetric Automultiplication of Chiral Compounds by Asymmetric Autocatalysis.
نویسندگان
چکیده
منابع مشابه
Asymmetric autocatalysis triggered by oxygen isotopically chiral glycerin.
Chiral (S)- and (R)-(18)O-glycerin induces enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde, and the subsequent asymmetric autocatalysis affords (R)- and (S)-pyrimidyl alkanol with high enantiomeric excess, respectively.
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Recent kinetic studies are discussed that shed light on the reaction mechanism of the autocatalytic addition of diisopropylzinc to pyrimidine carbaldehydes (Soai reaction). Soai’s reaction stands for the exclusive example of chirally autocatalytic reaction system in organic chemistry and has attracted close attention from several viewpoints: as possible account for the origin of biomolecular ho...
متن کاملAsymmetric autocatalysis triggered by carbon isotope (13C/12C) chirality.
Many apparently achiral organic molecules on Earth may be chiral because of random substitution of the 1.11% naturally abundant 13C for 12C in an enantiotopic moiety within the structure. However, chirality from this source is experimentally difficult to discern because of the very small difference between 13C and 12C. We have demonstrated that this small difference can be amplified to an easil...
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The amplifying asymmetric autocatalysis discovered by Soai and coworkers in 1995 does not fit easily into the extensively investigated framework of organozinc alkylation of aldehydes. In that case the catalyst is a monomeric Zn chelate that functions as both Lewis acid and Lewis base, permitting the simultaneous coordination of both dialkylzinc reagent and aldehyde reactant. By contrast, the So...
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Chirality arising from isotope substitution, especially with atoms heavier than the hydrogen isotopes, is usually not considered a source of chirality in a chemical reaction. An N2 ,N2 ,N3 ,N3 -tetramethyl-2,3-butanediamine containing nitrogen (14 N/15 N) isotope chirality was synthesized and it was revealed that this isotopically chiral diamine compound acts as a chiral initiator for asymmetri...
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ژورنال
عنوان ژورنال: Journal of Synthetic Organic Chemistry, Japan
سال: 2002
ISSN: 0037-9980,1883-6526
DOI: 10.5059/yukigoseikyokaishi.60.668