✦ LIBER ✦

Controlling the regioselectivity of lithiation using kinetic isotope effects: Deuterium as a protecting group for carbon

✍ Scribed by Jonathan Clayden; Jennifer H. Pink; Neil Westlund; Francis X. Wilson

Book ID: 104260147
Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 284 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)01930-3

No coin nor oath required. For personal study only.

✦ Synopsis

By substituting deuterium for hydrogen at positions of high kinetic acidity in amides and earbamates, the usual regiochemical course of their reactions with alkyUithiums (ortholithiation vs. lateral lithiation vs. nucleephilic addition) can be altered or overturned by the kinetic isotope effect, The deuterium substituent functions in these reactions as a protecting group for carbon.

📜 SIMILAR VOLUMES

.beta.-Secondary deuterium kinetic isoto

.beta.-Secondary deuterium kinetic isotope effect for the insertion of dichlorocarbene into a carbon-hydrogen bond

✍ Pascal, Robert A.; Mischke, Steven 📂 Article 📅 1991 🏛 American Chemical Society 🌐 English ⚖ 590 KB

Determining the Transition-State Structu

Determining the Transition-State Structure for Different S N 2 Reactions Using Experimental Nucleophile Carbon and Secondary α-Deuterium Kinetic Isotope Effects and Theory

✍ Westaway, Kenneth C.; Fang, Yao-ren; MacMillar, Susanna; Matsson, Olle; Poirier, 📂 Article 📅 2008 🏛 American Chemical Society 🌐 English ⚖ 130 KB

Kinetics of cyclopropane formation by 1,

Kinetics of cyclopropane formation by 1,3-deoxystannylation. A kinetic isotope effect as a probe for the mechanism of neighboring group participation

✍ McWilliam, Donald C.; Balasubramanian, Tiruvenkatanathapuram R.; Kuivila, Henry 📂 Article 📅 1978 🏛 American Chemical Society 🌐 English ⚖ 899 KB

Flavocytochrome b2 (Baker's Yeast) : Deu

Flavocytochrome b2 (Baker's Yeast) : Deuterium Isotope Effect Studied by Rapid-Kinetic Methods as a Probe for the Mechanism of Electron Transfer

✍ Denis POMPON; Motohiro IWATSUBO; Florence LEDERER 📂 Article 📅 1980 🏛 John Wiley and Sons 🌐 English ⚖ 861 KB

Use of the kinetic isotope effect as a t

Use of the kinetic isotope effect as a test for homogeneous unimolecular gas phase reactions in thermolytic processes

✍ Chickos, James S. 📂 Article 📅 1976 🏛 American Chemical Society 🌐 English ⚖ 579 KB