Transition-metal-mediated dihydropyran syntheses.: Exo selective hetero Diels-Alder reactions of colbaloxime dienyl complexes with aldehydes

被引:16
作者
Adams, TA [1 ]
Welker, ME [1 ]
Day, CS [1 ]
机构
[1] Wake Forest Univ, Dept Chem, Winston Salem, NC 27109 USA
关键词
D O I
10.1021/jo980077u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cobaloxime 1,3-dienyl complex, 2-pyridine bis(dimethylglyoximato)cobalt(III)-(3E)-1,3-pentadiene, participates in exo selective hetero Diels-Alder reactions with a variety of alkyl and aryl aldehydes. The cobaloxime-substituted cycloadduct products of these reactions can be demetalated to provide diastereomerically pure dihydropyrans with concomitant cobalt recovery. One of the cobaloxime-substituted dihydropyrans has been characterized by X-ray crystallography to prove the exo selective nature of the Diels-Alder cycloaddition.
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页码:3683 / 3686
页数:4
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