Chemical communications

An enantioselective desymmetrisation approach to C9-substituted trans-hydrindene rings based on a diastereotopic group-selective intramolecular Diels–Alder …

N Azzi, E Griffen, M Light, B Linclau

文献索引：Azzi, Nadia; Griffen, Ed; Light, Mark; Linclau, Bruno Chemical Communications, 2006 , # 47 p. 4909 - 4911

全文：HTML全文

被引用次数: 3

摘要

The formation of a hydrindene ring system via an intramolecular Diels–Alder reaction (IMDA) has been extensively studied. 1 The reaction with (E,E,E)-substrates usually affords a trans-fused hydrindene ring resulting from an endo-transition state. Several Lewis acids and organocatalysts have been shown to induce excellent enantioselectivity for the IMDA reaction towards hydrindene rings. 2 In addition, a range of chiral auxiliaries proved very efficient for inducing facial ...