路易斯酸催化的无环（Z）-取代1,3-二烯的分子内狄尔斯-阿尔德反应。
Lewis acid catalyzed intramolecular Diels-Alder reactions of acyclic (Z)-substituted 1,3-dienes.
作者信息
Yakelis N A, Roush W R
机构信息
Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA.
出版信息
Org Lett. 2001 Mar 22;3(6):957-60. doi: 10.1021/ol015667k.
Lewis acid catalyzed intramolecular Diels-Alder reactions of trienes (E,E,Z)-1a-d, (E,E,Z)-4a-d, and (E,Z,Z)-7a,b are described. Trienes containing enal or enone dienophiles cyclize in excellent yield under mild conditions using substoichiometric amounts of MeAlCl(2), in most cases with high levels of diastereoselectivity. The thermal IMDA reactions of 1a, 4a, and 7a require forcing conditions and proceed in low yield with reversed stereoselectivity in the cases of 1a and 4a.
描述了路易斯酸催化的（E，E，Z）-1a-d、（E，E，Z）-4a-d和（E，Z，Z）-7a，b三烯的分子内狄尔斯-阿尔德反应。含有烯醛或烯酮亲双烯体的三烯在温和条件下使用亚化学计量的MeAlCl₂可高产率环化，在大多数情况下具有高非对映选择性。1a、4a和7a的热分子内狄尔斯-阿尔德反应需要强制条件，并且在1a和4a的情况下以低产率进行，立体选择性相反。
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