title: Metal-Free Asymmetric Synthesis of Indanes through Chiral Hypervalent Iodine(III)-Mediated Ring Contraction.
abstract: The iodine(III)-mediated asymmetric oxidative rearrangement of 1,2-dihydronaphthalenes was investigated to prepare optically active 1-substituted indanes. The chiral hypervalent iodine species is generated in situ from a chiral aryl iodide, prepared in 94% yield in one step. This metal-free protocol was applied to different cyclic alkenes, substituted with oxygen, with nitrogen, or at position 1 with aryl or methyl. Indanes can be isolated as an acetal or alcohol in up to 78% ee.
authors: Instituto de Química, Universidade de São Paulo , CP 26077, CEP 05513-970, São Paulo - SP, Brazil.
authors: Anees
authors: A
authors: Ahmad
authors: Instituto de Química, Universidade de São Paulo , CP 26077, CEP 05513-970, São Paulo - SP, Brazil.
authors: Luiz F
authors: LF
authors: Silva