Asymmetric Diels-Alder Reactions of Chiral N-Methacryloylsultams with 1,3-Dienes

Article Article scientifique Lettre Asymmetric Diels-Alder Reactions of Chiral N-Methacryloylsultams with 1,3-Dienes eng 1994 author Von Oppolzer Wolfgang 25270 author Seletsky Boris 28579 author Bernardinelli Gérald Hugues 24765 3509-3512 10.1016/S0040-4039(00)73222-9 0040-4039 https://linkinghub.elsevier.com/retrieve/pii/S0040403900732229 R₂AlCl-coordinated N-methacryloylsultam 1c undergoes efficient, endo-selective and highly diastereoface controlled [4+2]-additions to cyclopentadiene, isoprene, (E)-piperylene and the 2-silyloxydienes 10 and 12. The resulting crystalline cycloadducts are smoothly reduced with LiAlH4 providing the recovered auxiliary and the corresponding enantiomerically pure alcohols. Dewey 540 36 Département de chimie organique 141 false Tetrahedron Letters 35 21 27cee437-df9c-4fdf-8f61-1c44f3d5c855 Article (Published version) Restricted Oppolzer_TL_1994353509.pdf 2238431 application/pdf dcd318da-12ea-46da-afea-0eecfbbf93ae Article (Published version) Public 1-s2.0-S0040403900732229-gr1.gif 4195 image/gif openAccess Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

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Asymmetric Diels-Alder Reactions of Chiral N-Methacryloylsultams with 1,3-Dienes	Tetrahedron Letters			1994	179	31

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Seletsky, Boris