ChemInform Abstract: Enantioselective Synthesis of Bridged Bicyclic Ring Systems

Autor:	Mandy Loo, John A. Brailsford, Liang Zhu, Kenneth J. Shea
Rok vydání:	2008
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Bicyclic molecule Stereochemistry Intramolecular force Enantioselective synthesis Diastereomer General Medicine Bridged compounds Enantiomer Ring (chemistry) Undecane
Zdroj:	ChemInform. 39
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200813061
Popis:	The type 2 intramolecular Diels-Alder (IMDA) reaction is a valuable method for synthesis of both carbocyclic and heterocyclic bridged bicyclo[5.3.1]undecane and bicyclo[4.3.1]decane ring systems. These structures are common to a number of biologically important natural products. Asymmetric variants of the type 2 IMDA reaction incorporating oxazolidinone chiral auxiliaries have been evaluated. This study has resulted in systems that deliver bridged bicyclic [5.3.1] and [4.3.1] ring systems in high diastereomeric (97-99% de) and enantiomeric purity.
Databáze:	OpenAIRE
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