77782-90-2Relevant academic research and scientific papers
Isolation and absolute stereochemistry of optically active sydonic acid from Glonium sp. (Hysteriales, Ascomycota)
Kudo, Shinji,Murakami, Takanori,Miyanishi, Junsuke,Tanaka, Kazuaki,Takada, Noboru,Hashimoto, Masaru
, p. 203 - 204 (2009)
Optically active sydonic acid (1) was isolated for the first time from a culture broth of Glonium sp. The absolute stereochemistry was established to be (S) by comparing the circular dichroism (CD) spectrum with that of (+)-curcutetraol after conversion i
A divergent and stereoselective approach to phenolic 1,7-dihydroxy- bisabolane sesquiterpenes: Asymmetric total synthesis of (+)-curcutetraol, (+)-sydonol, (+)-sydonic acid, and (+)-7-O-methylsydonic acid
Serra, Stefano,Cominetti, Alessandra A.
, p. 1110 - 1116 (2013/10/08)
The combined use of the Sharpless asymmetric epoxidation, a number of stereospecific chemical transformations, and the 3,5-hexadienoic acid benzannulation protocol allowed us to devise a new, divergent, and stereoselective approach to terpenes with a chir
Asymmetric total synthesis of (+)-curcutetraol and (+)-sydonol
Ito, Suguru,Zhang, Chenxia,Hosoda, Naoya,Asami, Masatoshi
experimental part, p. 9879 - 9884 (2009/04/03)
The asymmetric total syntheses of (+)-curcutetraol and (+)-sydonol, phenolic bisabolane-type sesquiterpenoids having chiral tertiary alcohol moiety in the o-position of a phenol, were achieved in high enantiomeric excesses (99% ee). The chiral tertiary benzylic alcohol moiety of these compounds was constructed by an asymmetric synthesis using an easily available chiral aminal, (-)-(2R,5S)-2-methoxycarbonyl-3-phenyl-1,3-diazabicyclo[3.3.0]octane. The absolute configurations of both (+)-curcutetraol and?(+)-sydonol have been assumed to be S-configuration based on the stereochemical course of the well established asymmetric synthesis used in the syntheses.
