ChemInform Abstract: Facile β-Trimethylstannyl Promoted 1,5-Hydride Shifts in Cyclooctyl and Cyclodecyl Systems

Autor:	William Kitching, Matthew P. Glenn, Kerry G. Penman
Rok vydání:	2010
Předmět:	Aqueous solution Hydrogen chemistry Deuterium Group (periodic table) Hydride Labelling chemistry.chemical_element General Medicine Tin Medicinal chemistry Alkene formation
Zdroj:	ChemInform. 31
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200023080
Popis:	Deuterium labelling and 2H NMR mapping demonstrate that cyclooctyl and cyclodecyl mesylates in aqueous EtOH exhibit greatly enhanced or exclusive levels of 1,5-hydride shift, provided a Me3Sn group is β to the migrating hydrogen, and after tin group loss from the formal β-stannyl cation, results in regiospecific, transannular alkene formation.
Databáze:	OpenAIRE
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