Design of Threonine‐Derived Amino Sulfonamide Organocatalysts for the Highly Stereoselective Aldol Reactions DOI

Ryoga Hikawa,

Mio Shimogaki, Taichi Kano

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(8)

Опубликована: Март 30, 2023

Abstract Novel threonine‐derived amino sulfonamide organocatalysts were developed and applied to the asymmetric aldol reactions. The reactions of cyclohexanones with aromatic aldehydes catalyzed by tosylamide provided anti ‐aldol adducts in good yield high diastereo‐ enantioselectivity. On other hand, syn obtained between α‐siloxyacetone using triflamide catalyst. In both cases, a significant improvement diastereoselectivity was observed compared carboxylic acid

Язык: Английский

Organocatalytic Synthesis of α-Aminonitriles: A Review DOI Open Access
Bakhtar Ullah, Navneet Kumar Gupta, Quanli Ke

и другие.

Catalysts, Год журнала: 2022, Номер 12(10), С. 1149 - 1149

Опубликована: Окт. 1, 2022

α-Aminonitriles, which have anticancer, antibacterial, antiviral, and antifungal properties, played an important role in pharmacology. Furthermore, they can also be used to synthesize natural unnatural amino acids. The main bottleneck the commercialization of these products is their large-scale production with controlled chirality. A variety methods been α-aminonitriles. Among other reported for preparing α-aminonitriles, Strecker reaction considered appropriate. Recent developments, however, enabled α-cyanation tertiary secondary amines by functionalizing carbon–hydrogen (C–H) bond as attractive alternative procedure preparation α-aminonitriles presence oxidant a cyanide source. In most cases, reactions are catalyzed transition metal catalysts, such Fe, Cu, Rh, V, Au, Ru, Mo, Pt, Re, Co, or photocatalysts. As alternative, organocatalysts produce aminonitriles. Although there numerous reviews on no published specifically organocatalyzed synthesis Organocatalysis plays significant synthesizing via Strecker-type cross dehydrogenative coupling (CDC). this mini review, we discuss molecules. review new aminonitriles expected provide insight into development industrial catalysts.

Язык: Английский

Процитировано

17

Design of Threonine‐Derived Amino Sulfonamide Organocatalysts for the Highly Stereoselective Aldol Reactions DOI

Ryoga Hikawa,

Mio Shimogaki, Taichi Kano

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(8)

Опубликована: Март 30, 2023

Abstract Novel threonine‐derived amino sulfonamide organocatalysts were developed and applied to the asymmetric aldol reactions. The reactions of cyclohexanones with aromatic aldehydes catalyzed by tosylamide provided anti ‐aldol adducts in good yield high diastereo‐ enantioselectivity. On other hand, syn obtained between α‐siloxyacetone using triflamide catalyst. In both cases, a significant improvement diastereoselectivity was observed compared carboxylic acid

Язык: Английский

Процитировано

2