18881-04-4Relevant articles and documents
Individual stereoisomers of verbenol and verbenone express bioactive features
Ivanov, Marija,Kovalenko, Vitaly,Svirid, Anastasia,Kosti?, Marina,Petrovi?, Jovana,Stojkovi?, Dejan
, (2021/12/13)
Naturally occurring terpene core compounds have been used extensively in both pharmaceutical and cosmetic industry. However, since chirality of these compounds has profound influence on the level of their bioactivity, the aim of the present study was to a
Stereospecific synthesis of S-(?)-trans-verbenol and its antipode by inversion of sterically hindered alcohols
Fang, Jia-Xing,Kong, Xiang-Bo,Liu, Fu,Zhang, Su-Fang,Zhang, Zhen
, (2020/12/15)
S-(?)-trans-Verbenol (1) and its antipode, R-(+)-trans-verbenol (1′) have been confirmed as the critical pheromone components of bark beetles. Synthesis of these two active secondary alcohols (1 and 1′) from commercially available starting materials S-α-pinene and R-α-pinene was reported. The key steps were mainly depended on the effective SN2 stereo-inversion of the hydroxy group of sterically hindered alcohols (3 and 3′), using Mitsunobu reaction or hydrolysis of mesylate ester, alternatively. Our results provide a new and stereo-selectivity way to obtain optically active insect pheromones.
Chemoselective Luche-Type Reduction of α,β-Unsaturated Ketones by Magnesium Catalysis
Jang, Yoon Kyung,Magre, Marc,Rueping, Magnus
supporting information, p. 8349 - 8352 (2019/10/16)
The chemoselective reduction of α,β-unsaturated ketones by use of an economic and readily available Mg catalyst has been developed. Excellent yields for a wide range of ketones have been achieved under mild reaction conditions, short times, and low catalyst loadings (0.2-0.5 mol %).
