Detail of "63348-81-2"

Reference

Organoboranes for synthesis

Organoboranes for synthesis. 17. Generality of hydroboration-amination for the conversion of terpenes into enantiomerically pure terpenylamines. Their utility for gas chromatographic analysis of chiral carboxylic acids. Brown, Herbert C.; Malhotra, Sanjay V.; Ramachandran, P. Veeraraghavan (H.C. Brown and R.There are some reagents with their cas registry numbers 611-71-2 and 63348-81-2 are used in this study.B. Wetherill Lab. Chem., Purdue Univ., West Lafayette, IN 47907, USA). Tetrahedron: Asymmetry, 7(12), 3527-3534 (English) 1996 Elsevier. CODEN: TASYE3. ISSN: 0957-4166. DOCUMENT TYPE: Journal CA Section: 30 (Terpenes and Terpenoids) Section cross-reference(s): 80 The generality of our new convenient synthesis of isopinocampheylamines by hydroboration-amination of a-pinene has been established by converting representative terpenes into optically pure terpenylamines, such as (-)-cis-caran-trans-2-amine, (-)-cis-caran-trans-4-amine, (-)-longifolamine, and (+)-cis-myrtanylamine. The synthesis involves converting the terpene into the B-chloroditerpenylborane by treatment with chloroborane-Me sulfide. This is treated with trimethylaluminum to form the B-methylditerpenylborane, and the latter is converted into the amine by treatment with hydroxylamine-O-sulfonic acid. Cis-myrtanylamine has been shown to be as effective as isopinocampheylamine for the gas chromatog. anal. of racemic carboxylic acids as their diastereomeric amides, suggesting the generality of this application of terpenylamines as chiral derivatizing agents. .