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Dynamic resolution of N-Boc-2-lithiopiperidine

✍ Scribed by Coldham, Iain; Raimbault, Sophie; Chovatia, Praful T.; Patel, Jignesh J.; Leonori, Daniele; Sheikh, Nadeem S.; Whittaker, David T. E.

Book ID: 120447001
Publisher: Royal Society of Chemistry
Year: 2008
Tongue: English
Weight: 126 KB
Volume: 35
Category: Article
ISSN: 1359-7345
DOI: 10.1039/b810988e

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ChemInform Abstract: Dynamic Resolution

ChemInform Abstract: Dynamic Resolution of N-Boc-2-lithiopiperidine.

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Highly Enantioselective Catalytic Dynami

Highly Enantioselective Catalytic Dynamic Resolution of N-Boc-2-lithiopiperidine: Synthesis of (R)-(+)-N-Boc-Pipecolic Acid, (S)-(−)-Coniine, (S)-(+)-Pelletierine, (+)-β-Conhydrine, and (S)-(−)-Ropivacaine and Formal Synthesis of (−)-Lasubine II and (+)-Cermizine C

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ChemInform Abstract: Dynamic Kinetic and

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Dynamic Kinetic Resolution of N-Boc-2-li

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Asymmetric Substitutions of 2-Lithiated

Asymmetric Substitutions of 2-Lithiated N-Boc-piperidine and N-Boc-azepine by Dynamic Resolution

✍ Iain Coldham; Sophie Raimbault; David T. E. Whittaker; Praful T. Chovatia; Danie 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 343 KB 👁 1 views

## Abstract Proton abstraction of __N__‐__tert__‐butoxycarbonyl‐piperidine (__N__‐Boc‐piperidine) with __s__BuLi and TMEDA provides a racemic organolithium that can be resolved using a chiral ligand. The enantiomeric organolithiums can interconvert so that a dynamic resolution occurs. Two mechanism

Dynamic thermodynamic resolution of lith

Dynamic thermodynamic resolution of lithiated N-Boc-N′-alkylpiperazines

✍ Steven P. Robinson; Nadeem S. Sheikh; Carl A. Baxter; Iain Coldham 📂 Article 📅 2010 🏛 Elsevier Science 🌐 French ⚖ 521 KB

Deprotonation of N-Boc-N 0 -alkylpiperazines with sec-BuLi in Et 2 O-TMEDA gave the 2-lithio derivatives which were resolved in the presence of a chiral ligand. The best ligands for the asymmetric substitution were diamino-alkoxides that promoted a dynamic thermodynamic resolution (DTR) of the organ