title: Determination of the absolute stereochemistry of limonene and alpha-santalol by Raman optical activity spectroscopy.
abstract: Determining the absolute stereochemistry of organic compounds in solution remains a challenge. We investigated the use of Raman optical activity (ROA) spectroscopy to address this problem. The absolute configurations of (+)-(R)- and (-)-(S)-limonene were determined by ROA spectroscopy, which can be applied to smaller amounts of sample as compared with vibrational circular dichroism (VCD) spectroscopy. This ROA method was also applied to (+)-(E)-alpha-santalol and shown to be successful in the determination of the absolute configuration of this compound. ROA spectroscopy shows promise as a useful tool for determining the absolute stereochemistry of many natural compounds.
authors.affiliation: Department of Chemistry, Graduate School of Science and Engineering, Saitama University, 255 Shimo-Ohkubo, Sakura-ku, Saitama, Saitama 338-8570, Japan. sakamoto@chem.saitama-u.ac.jp
authors.forename: Akira
authors.initials: A
authors.lastname: Sakamoto
authors.forename: Nao
authors.initials: N
authors.lastname: Ohya
authors.forename: Toshio
authors.initials: T
authors.lastname: Hasegawa
authors.forename: Hiroaki
authors.initials: H
authors.lastname: Izumi
authors.forename: Nakako
authors.initials: N
authors.lastname: Tokita
authors.forename: Yoshiaki
authors.initials: Y
authors.lastname: Hamada
mesh_terms: D053138:Cyclohexenes / Q000737:chemistry*; D000077222:Limonene; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000737:chemistry*; D013059:Spectrum Analysis, Raman; D013237:Stereoisomerism; D013729:Terpenes / Q000737:chemistry*
chemical_list: D053138:Cyclohexenes; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; D013729:Terpenes; C043206:santalol; D000077222:Limonene