کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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5227519 | 1383608 | 2007 | 13 صفحه PDF | دانلود رایگان |
Three new bicyclo[3.2.1]-type 1,2,4-trioxanes have been designed and synthesized. One of them demonstrates better tolerance of the intramolecular hemiketals to steric crowding in hydroperoxidation. The other represents a prototype for possible manipulation of the transient radicals generated in cleavage reactions. A new substitution pattern in the bridged system is explored through synthesis of the third molecule. The configurations of all stereogenic centers in the bridged system can be effectively controlled by the chirality of the allyl alcohol as illustrated by the enantioselective synthesis of the fourth molecule. Finally, similar bicyclo[3.3.1]-type 1,2,4-trioxanes are shown very difficult to be synthesized because of the involvement of a conformer with two substituents at axial positions at the same time.
Journal: Tetrahedron - Volume 63, Issue 41, 8 October 2007, Pages 10189-10201