Direct enantio-convergent transformation of racemic substrates without racemization or symmetrization
スポンサーリンク
概要
- 論文の詳細を見る
Asymmetric reactions that transform racemic mixtures into enantio-enriched products are in high demand, however, classical kinetic resolution (KR) can afford enantiopure compounds in <50% yield even in an ideal case. Many deracemization processes thus have been developed including dynamic kinetic resolution (DKR) and dynamic kinetic asymmetric transformation (DYKAT), which can provide enantio-enriched products even after complete conversion of the racemic starting materials; however, these dynamic processes require racemization or symmetrization of the substrates or intermediates. We demonstrate a first chemical direct enantio-convergent transformation without racemization or symmetrization process. The copper(I)-catalysed asymmetric allylic substitution of a racemic allyl ethers afforded a single enantiomer of an α-chiral allylboronates with complete conversion and high enantioselectivity (up to 98% ee); one enantiomer of the substrate undergoes an anti-SN2'-type reaction whereas the other enantiomer reacts via a syn-SN2' pathway. The products, α-chiral allylboronates, cannot be prepared by dynamic procedures, were used in construction of all-carbon quaternary stereocentres.
論文 | ランダム
- ズームアップ/土工事 三宅島土のう式擁壁復旧工事 東京都--土のうを擁壁本体に使い3割安く
- 地震の特徴 (現地リポート 芸予地震被災速報 新幹線の高架橋の多数のせん断破壊)
- 目に見えぬ微小癌細胞との戦い
- 食道癌の術前化学放射線療法はここまできた (特集 消化器癌の化学(放射線)療法はここまできた--日本の現状は?)
- 座談会 片頭痛研究の最前線