116782-41-3Relevant academic research and scientific papers
A concise asymmetric synthesis of (2S,3S,7S)-3,7-dimethylpentadecan-2-yl acetate and propionate, the sex pheromones of pine sawflies
Huang, Pei-Qiang,Lan, Hong-Qiao,Zheng, Xiao,Ruan, Yuan-Ping
, p. 3964 - 3967 (2007/10/03)
(2S,3S,7S)-3,7-Dimethylpentadecan-2-yl acetate (2) and its propionate analogue (3) are the main sex pheromones of all Neodiprion species and Diprion similes, respectively. Starting from (S)-malic acid and employing a highly chemo-, regio-, and stereoselective tandem ester reduction-epoxide formation-reductive epoxide-opening reaction protocol, an efficient total synthesis of (2S,3S,7S)-2 and -3 is reported herein.
Bornanesultam-directed asymmetric synthesis of crystalline, enantiomerically pure syn aldols
Oppolzer, Wolfgang,Blagg, Julian,Rodriguez, Inès,Walther, Eric
, p. 2767 - 2772 (2007/10/02)
N-acylsultams 2 furnish, via aldolization of their enolates 16 with aldehydes, diastereomerically pure, crystalline syn aldols. The absolute configuration of the product is controlled by the choice of the enolate counterion: 16, M = B → 3; 16, M = Li or S
