The chemistry of 2-oxazolines (1985–present)

Highly Stereocontrolled One-Step Synthesis of anti-β-Amino Alcohols from Organoboronic Acids, Amines, and α-Hydroxy Aldehydes

Samarium Diiodide‐Induced Reductive Cross‐Coupling of Nitrones with Aldehydes and Ketones

A highly efficient and practical approach for the synthesis of optically pure beta-amino alcohols by the SmI2-induced reductive cross-coupling of chiral N-tert-butanesulfinyl imines with aldehydes was developed. This method allows the preparation of a broad range of chiral beta-amino alcohols, including functionalized ones under mild conditions. It provides a straightforward access to enantiopure beta-amino alcohols that are widely applicable in asymmetric synthesis.

A highly efficient and direct approach for synthesis of enantiopure beta-amino alcohols by reductive cross-coupling of chiral N-tert-butanesulfinyl imines with aldehydes.

Applications of CeCl3 as an Environmental Friendly Promoter in Organic Chemistry

The intermolecular coupling of a variety of ketones with some types of O-methyl oximes took place when a mixture of both components was electrochemically reduced in i-PrOH with an Sn cathode. The product, β-methoxyamino alcohol was easily converted to β-amino alcohol by simple reduction. A chiral ligand effective for the enantioselective addition of diethylzinc to an aldehyde was easily obtained from the product formed by the electroreductive coupling of (-)-menthone with O-methylacetaldoxime. The intermolecular coupling of a ketone with a N,N-dimethylhydrazone or nitrone was also promoted by the electroreduction. Furthermore, the electroreductive coupling of a carbonyl group with an intramolecular O-methyl oxime moiety gave the corresponding cyclized product stereoselectivity

Electroorganic Chemistry. 144. Electroreductive Coupling of Ketones with O-Methyl Oximes, N,N-Dimethylhydrazones, and Nitrones. A Convenient Route to Synthesis of .beta.-Amino Alcohol

Reductive homo-coupling of 2-aryl-2-oxazolinium salts

Electroorganic Chemistry. Part 144. Electroreductive Coupling of Ketones with O‐Methyl Oximes, N,N‐Dimethylhydrazones, and Nitrones. A Convenient Route to Synthesis of β‐Amino Alcohol.

Ayuko Yamanami

Papers

Electroorganic Chemistry. 144. Electroreductive Coupling of Ketones with O-Methyl Oximes, N,N-Dimethylhydrazones, and Nitrones. A Convenient Route to Synthesis of .beta.-Amino Alcohol

Reductive homo-coupling of 2-aryl-2-oxazolinium salts

Electroorganic Chemistry. Part 144. Electroreductive Coupling of Ketones with O‐Methyl Oximes, N,N‐Dimethylhydrazones, and Nitrones. A Convenient Route to Synthesis of β‐Amino Alcohol.

Electroorganic Chemistry. Part 142. Reductive Homo‐Coupling of 2‐Aryl‐ 2‐oxazolinium Salts.