Reference

Stereochemical studies

Stereochemical studies. XLV. A novel regiospecific ring opening of optically active 2-substituted 1-tosylaziridines.In this study， 56613-80-0 and 62596-40-1 are also used. Tseng, Chung Chyi; Terashima, Shiro; Yamada, Shunichi (Fac. Pharm. Sci., Univ. Tokyo, Tokyo, Japan). Chem. Pharm. Bull., 25(1), 166-70 (English) 1977. CODEN: CPBTAL. DOCUMENT TYPE: Journal CA Section: 27 (Heterocyclic Compounds (One Hetero Atom)) Section cross-reference(s): 22 Reaction of (R)-(-)-2-phenyl-1-tosylaziridine with diethyl potassiomalonate afforded (S)-(+)-pyrrolidine-3-carboxylate I as a mixt. of two diastereoisomers by the attack of malonate anion at the C-2 of the aziridine ring. This result is completely different from those obtained for (S)-2-benzyl or isopropyl-1-tosylaziridine in which the attack of malonate anion occurred specifically at the unsubstituted carbon. These results show that electronic effect of the C(2)-substituent is considered as the most important factor which controls regiospecificity of the ring opening of 2-substituted-1-tosylaziridines by malonate anion. Structural confirmation of I was carried out by converting it into (S)-(+)-3-phenylpyrrolidine. .

Helicity induction in a poly(phenyl isocyanide) bearing carboxy groups with chiral amines in water and memory of macromolecular helicity

All Rights Reserved. Helicity induction in a poly(phenyl isocyanide) bearing carboxy groups with chiral amines in water and memory of macromolecular helicity. Hase, Yoko; Maeda, Katsuhiro; Yashima, Eiji (Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya 464-8603, Japan). Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 47(1), 154-155 (English) 2006 American Chemical Society, Division of Polymer Chemistry. CODEN: ACPPAY. ISSN: 0032-3934. DOCUMENT TYPE: Journal; (computer optical disk) CA Section: 36 (Physical Properties of Synthetic High Polymers) Poly(alkyl or aryl isocyanide)s having a bulky side group have been postulated to adopt a stable 41 helical conformation even in soln. Recently, we found that an optically inactive poly(4-carboxyphenyl isocyanide) (poly-1-H) and its sodium salt (poly-1-Na) changed their structures into the prevailing, dynamic one-handed helical conformation upon complexation with chiral amines in DMSO and water, resp., and the complexes showed a characteristic induced CD (ICD) in the UV-visible region of the polymer backbones. Moreover, the induced helical structure of poly-1-Na could be memorized in water even after the chiral amines were completely removed.There are some commonly used reagents with their cas registry numbers 56613-80-0 and 3182-95-4 in this article. In this study, We investigated the effects of chiral amines and solvents on the helicity induction in poly-1-H or poly-1-Na and further memory of the macromol. helicity. .