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New boro amino amide organocatalysts for asymmetric cross aldol reaction of ketones with carbonyl compounds.


ABSTRACT: Distinct types of new boron fused primary amino amide organocatalysts were designed and synthesized from commercially available amino acids. Their catalytic activities were investigated in asymmetric crossed aldol reaction of ketones with aromatic aldehydes to afford the corresponding chiral anti-aldol adducts with good chemical yields, moderate diastereoselectivity and good to excellent enantioselectivities (up to 94% yields, up to 90 : 10 dr, up to 94% ee).

SUBMITTER: Begum Z 

PROVIDER: S-EPMC9811241 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature

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New boro amino amide organocatalysts for asymmetric cross aldol reaction of ketones with carbonyl compounds.

Begum Zubeda Z   Seki Chigusa C   Okuyama Yuko Y   Kwon Eunsang E   Uwai Koji K   Tokiwa Michio M   Tokiwa Suguru S   Takeshita Mitsuhiro M   Nakano Hiroto H  

RSC advances 20230104 2


Distinct types of new boron fused primary amino amide organocatalysts were designed and synthesized from commercially available amino acids. Their catalytic activities were investigated in asymmetric crossed aldol reaction of ketones with aromatic aldehydes to afford the corresponding chiral <i>anti</i>-aldol adducts with good chemical yields, moderate diastereoselectivity and good to excellent enantioselectivities (up to 94% yields, up to 90 : 10 dr, up to 94% ee). ...[more]

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