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Enantioselective carboxylation of α-methoxybenzyllithium generated via asymmetric lithiation with a t-BuLi/chiral bis(oxazoline) complex

✍ Scribed by Nobuyuki Komine; Lan-Fang Wang; Katsuhiko Tomooka; Takeshi Nakai


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
210 KB
Volume
40
Category
Article
ISSN
0040-4039

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Enantioselective reactions of α-methoxyb
✍ Katsuhiko Tomooka; Lan-Fang Wang; Nobuyuki Komine; Takeshi Nakai 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 239 KB

The title reaction is shown to afford the corresponding 1,2-diol monomethyl ethers in moderate-to-high levels of % ee (up to 98%) and % de (up to 90% anti), depending markedly on the aldehyde reactivity. The origin of the enantioselectivity is discussed in terms of a dynamic thermodynamic resolution