Different synthetic routes towards efficient organogelators: 2,3-substituted anthracenes
作者:Jean-Luc Pozzo、Gilles M. Clavier、Michel Colomes、Henri Bouas-Laurent
DOI:10.1016/s0040-4020(97)00297-4
日期:1997.5
synthetic approaches towards 2,3-substituted anthracenes are reported and discussed in terms of selectivity and viability. This allowed us to introduce a variety of substituents as sidearms. Promising results have been found using a tandem Diels-Alder aromatization reaction using 2,3-dimethoxybutadiene 9 as a key intermediate. However, for multigram preparations the Friedel-Crafts approach is preferred
A very efficient three-component synthesis of a series of syn α-hydroxy-β-amino esters, obtained in high diastereoselection and yield, was realized starting from an aldehyde, benzylamine, and the ketene silyl acetals derived from Ley’s lactones. The synthetic protocol was optimized and the above compounds were obtained without the isolation of intermediates. The origin of the observed diastereoselection