Novel synthetic approach to nine-membered diallylic amides: Stereochemical behavior and utility as chiral building block

Katsuhiko Tomooka, Masaki Suzuki, Kazuhiro Uehara, Maki Shimada, Toshiyuki Akiyama

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)2518-2522
Number of pages5
JournalSynlett
Issue number16
DOIs
Publication statusPublished - Oct 1 2008

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Novel synthetic approach to nine-membered diallylic amides: Stereochemical behavior and utility as chiral building block'. Together they form a unique fingerprint.

Cite this