Asymmetric synthesis of 1-azaspiro[4.5]decanes via intramolecular dipolar cycloaddition of nitrones containing the bornane-10,2-sultam chiral auxiliary

Article Article scientifique Article Asymmetric synthesis of 1-azaspiro[4.5]decanes via intramolecular dipolar cycloaddition of nitrones containing the bornane-10,2-sultam chiral auxiliary eng 2000-07-27 2000-06-30 author Bagley Mark 93907 author Von Oppolzer Wolfgang 25270 2625-2633 10.1016/s0957-4166(00)00205-6 0957-4166 https://linkinghub.elsevier.com/retrieve/pii/S0957416600002056 The intramolecular 1,3-dipolar cycloaddition of a cyclic nitrone, prepared by an asymmetric electrophilic enolate hydroxyamination using the (2R)-bornane-10,2-sultam chiral auxiliary, proceeds to give bridged and fused cycloadducts with total diastereocontrol. Reduction of the fused isoxazolidine provides a 1-azaspiro[4.5]decane as a potential intermediate in the asymmetric synthesis of the cylindricine alkaloids. Dewey 540 36 Département de chimie organique 141 false Tetrahedron: asymmetry 11 12 1b778246-46ac-4ca0-b691-461ec11985d3 Article (Published version) Restricted 1-s2.0-S0957416600002056-main.pdf 185286 application/pdf restrictedAccess Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

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Asymmetric synthesis of 1-azaspiro[4.5]decanes via intramolecular dipolar cycloaddition of nitrones containing the bornane-10,2-sultam chiral auxiliary	Tetrahedron: asymmetry			2000	192	0

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Bagley, Mark