A new entry to asymmetric synthesis of 1-substituted 1,2,3,4-tetrahydro-β-carbolines employing a pyroglutamic acid derivative as a chiral auxiliary

Takashi Itoh, Kazuhiro Nagata, Masashi Yokoya, Michiko Miyazaki, Sachiko Ikeda, Yuji Matsuya, Yasuko Enomoto, Akio Ohsawa*

*この論文の責任著者

研究成果: ジャーナルへの寄稿学術論文査読

11 被引用数 (Scopus)

抄録

β-Carboline which was protected at N-9 by an acyl group derived from L-pyroglutamic acid reacted with allyltributyltin or silyl enol ethers in the presence of an alkyl chloroformate in a highly diastereoselective manner to give 1-substituted 1,2-dihydro-β-carbolines. The compounds were readily transformed to the corresponding asymmetric 1-substituted tetrahydro-β-carbolines that are common partial structures in a variety of indole alkaloids.

本文言語英語
ページ(範囲)1005-1007
ページ数3
ジャーナルSynlett
6
DOI
出版ステータス出版済み - 2002

ASJC Scopus 主題領域

  • 有機化学

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