Journal of Computer Chemistry, Japan
速報
ポドフィリックアルデヒドの全合成における中間体の反応性の計算化学的考察
三原 陽子森川 大野村 泰志西井 良典
著者情報
ジャーナル フリー HTML

16 巻 (2017) 4 号 p. 102-105

詳細
本文(HTML形式) PDFをダウンロード (1207K) 発行機関連絡先
抄録

The (−)-podophyllic aldehydes (Figure 1) exhibit notable antineoplastic cytotoxicity by apoptosis-inducing activities. In this study, we analyzed the selectivity mechanisms of some important reactions in the asymmetric total synthesis of (+)-podophyllic aldehydes which are enantiomers of the (−)-podophyllic aldehydes, by the molecular orbital method. As a result, it was shown that the selectivity of the Grignard reaction in compound 1 (Figure 2) is caused by steric hindrance. Furthermore, it was also indicated that the selectivity of the reduction in compound 2–1 is caused by the localization of LUMO at the reactive site, and the reduction in compounds 2–2 and 2–3 Scheme 2) does not proceed due to the steric hindrance by the trimethoxyphenyl group.

著者関連情報
© 2017 日本コンピュータ化学会
前の記事 次の記事

閲覧履歴
feedback
Top