Viable use of 2-substituted thiazolidine-4-methanol diastereoisomeric mixtures during asymmetric borane reduction of aromatic ketones

Thiazolidines and their oxidation products as flavouring compounds

“…1 H-NMR: 1.2 (d, 6H, J D 6.9 Hz), 1.25 (t, 3H, J D 7.2 Hz), 2.9 (1H, septuplet, J D 6.9 Hz), 3.5 (dd, 2H, J D 4 and 9.2 Hz), 4.2 (q, 2H, J D 7.2 Hz), 5(td, 1H, H-4, J D 1 and 9.2 Hz). 13…”

Hoiamide A, a Sodium Channel Activator of Unusual Architecture from a Consortium of Two Papua New Guinea Cyanobacteria

“…The same chromatographic technique was applied to another sample of 1 which was first subjected to ozonolysis and oxidative workup prior to hydrolysis, and led to the detection of 2-methylcysteic acid (MCya). Comparison of retention times with freshly synthesized MCya standards (Pattenden et al, 1993; Calmes et al, 1997) confirmed the occurrence of only ( S )-MCya. Marfey’s analysis (Marfey, 1984) was performed using aliquots of the acid hydrolyzate as well as amino acid standards, employing N -(3-fluoro-4,6-dinitrophenyl)-L-alaninamide (L-FDAA) as the derivatizing agent, and revealed the presence of (2 S ,3 R )-Thr in hoiamide A ( 1 ).…”

Enantioselective Addition of Diethylzinc to Aldehydes with Easily Prepared Chiral Thiazolidine Catalysts

“…Thiazolidines 2a 6,8 and 4 9 have been previously reported. According to the previous method, 2-5 were prepared by the reaction of L-cysteine ester hydrochloride with the corresponding carbonyl compounds.…”

“…7 (2R,4R)-cis-Thiazolidines were assigned to be major diastereomers on a combination of the 1 H NMR data and the previous studies. 8 The catalytic behavior of the ligands 2-5 for the diethylzincaldehyde addition was then examined. The reaction conditions and results are summarized in Table 1.…”