1250263-98-9Relevant academic research and scientific papers
COMPOUND HAVING HETERO RING SKELETON, AND PROCESS FOR PRODUCING OPTICALLY ACTIVE COMPOUND USING THE AFOREMENTIONED COMPOUND AS ASYMMETRIC CATALYST
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Page/Page column 24-25, (2012/03/08)
The present invention provides a compound having a heterocyclic skeleton, which is represented by of the formula (I) : wherein R1 and R2 are the same or different and each is a lower alkyl group optionally having substituent(s), an a
Bifunctional hydrogen-bond donors that bear a quinazoline or benzothiadiazine skeleton for asymmetric organocatalysis
Inokuma, Tsubasa,Furukawa, Masaya,Uno, Takuya,Suzuki, Yusuke,Yoshida, Kohzo,Yano, Yoshiaki,Matsuzaki, Katsumi,Takemoto, Yoshiji
supporting information; experimental part, p. 10470 - 10477 (2011/10/09)
Hydrogen-bond (HB)-donor catalysts that bear a 2-aminoquinazolin-4-(1H)-one or a 3-aminobenzothiadiazine-1,1-dioxide skeleton have been developed, and it has been shown that these catalyst motifs act similarly to other HB-donor catalysts such as thioureas. The highly enantioselective hydrazination of 1,3-dicarbonyl compounds was realized even at room temperature with up to 96 % ee for 2-aminoquinazolin-4-(1H)-one-type catalysts, which were more effective than the corresponding urea and thiourea catalysts. In addition, benzothiadiazine-1,1-dioxide-type catalysts were shown to promote the isomerization of alkynoates to allenoates with high enantioselectivity. To overcome the problem that the products were obtained as mixtures with the starting alkynoates, we developed the tandem isomerization and cycloaddition of alkynoates for the synthesis of advanced chiral compounds such as bicyclo[2.2.1]heptenes and 3-alkylidene pyrrolidine without a significant loss of enantioselectivity.
