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- Title
Heterotricyclodecane IX. 2, 7-Dioxa-isotwistan, 2, 7-Dioxatwistan und 2, 8-Dioxa-homotwistbrendan sowie Derivate.
- Authors
Wicker, K.; Ackermann, P.; Ganter, C.
- Abstract
The synthesis of 2, 7-dioxa-isotwistane ( 10), 2, 7-dioxa-twistane ( 17), and 2, 8-dioxa-homotwistbrendane ( 36) and several of their derivatives is described starting from endo-2-hydroxy-9-oxabicyclo[3.3.1]non-6-ene ( 1). The 10O(7)-isotwistane iodide 7 and the corresponding tosylate 15 as well as the 10O(2)-iodide 9 were treated under reaction conditions suitable for molecular rearrangements involving oxonium ions g and i, respectively, by neighbouring group participation leading to 2, 7-dioxa-twistanes and 2, 8-dioxa-homotwistbrendanes, respectively.
- Publication
Helvetica Chimica Acta, 1972, Vol 55, Issue 8, p2744
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19720550807