染川 賢一, 上田 岳彦, 吉留 俊史, 石川 岳志, 錦織 寿 . 珍しい塩基触媒による不斉Diels-Alder合成反応のMOシミュレーション解析 . Journal of Computer Chemistry, Japan19 ( 4 ) 175 - 1772021 · 記述言語： 日本語 出版者・発行元： 日本コンピュータ化学会 <p>The reaction process and steric situations of novel basic and chiral catalyst Diels-Alder reactions by Kagan et al. were speculated by IRC of PM7 simulation for the three molecules reactions clearly. The addition reactions of enolic dienes (<b>1</b>) with dienophiles (<b>2</b>) by amines (<b>3</b>) such as (<i>S</i>)-(+)-prolinol / (<i>R</i>)-(−)-prolinol proceeded via lower energy reaction complexes (RC) and transition states (TS) of two steps. The steric shapes by IRC (Figure 2 ∼ 6) showed the clear interactions between the reaction points, and of OH with amine moieties in the <b>1·3, 1·3·2</b> and TS complexes, to give high stereoselective adducts. IRC of some reactions also guesses right the Michael reaction selectivity. The handy PM7 simulation is recommended for usual chemical growth.</p> DOI： 10.2477/jccj.2021-0011 CiNii Research 機関リポジトリURL
