Microwave-specific effect on enantioselective reactions

Taichi Sawada, Tohru Yamada

研究成果: Review article査読

3 被引用数 (Scopus)

抄録

Microwave irradiation is widely applied to organic synthesis. Many advantages of microwave irradiation, including drastic shortening of reaction time, suppression of side reactions, and/or higher chemical yield, have been proposed. Generally, these effects have been understood merely as a simple thermal effect, since microwave irradiation rapidly raises the temperature of the reaction mixture. However, some observed results could not be understood only by the thermal effect. Recently our group reported that several enantioselective reactions were accelerated under microwave irradiation without loss of enantioselectivity. As these extraordinary results could not be explained by the simple thermal effect, the concept of the "microwave-specific effect" should be considered. We describe our recent experimental results to elucidate the microwave-specific effect. Investigations are described on enantioselective ring-opening reactions of biaryl lactone derivatives, racemization of an optically pure biaryl lactone derivative, enantioselective Claisen rearrangement reaction, enantioselective Conia-ene reaction and ring-closing metathesis reaction. These reactions or racemization of optically pure compounds were accelerated under microwave conditions. Such reaction acceleration of enantioselective reactions was observed without loss of enantioselectivity.

本文言語English
ページ(範囲)121-128
ページ数8
ジャーナルJournal of The Japan Petroleum Institute
61
2
DOI
出版ステータスPublished - 2018

ASJC Scopus subject areas

  • 燃料技術
  • エネルギー工学および電力技術

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