600153-16-0Relevant academic research and scientific papers
Novel synthetic approach to nine-membered diallylic amides: Stereochemical behavior and utility as chiral building block
Tomooka, Katsuhiko,Suzuki, Masaki,Uehara, Kazuhiro,Shimada, Maki,Akiyama, Toshiyuki
scheme or table, p. 2518 - 2522 (2009/04/10)
An efficient approach to nine-membered diallylic cyclic amides having a variety of substituents has been developed. The synthesized amides have stable planar chirality at ambient temperature. The transformation of the enantiomerically enriched amides provides optically active compounds containing stereogenic centers in a stereospecific fashion. As a demonstration of the synthetic utility of the amides, we have synthesized (+)-γ-lycorane using such an optically active amide as a chiral building block. Georg Thieme Verlag Stuttgart.
