Synthesis and reactions of two stereoisomeric 4.5.5.5 fenestranes with bridgehead substituents
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Description
The [4.5.5.5]fenestranes 2 and 3 with two different functionalities were prepared in seven steps with overall yields of 5% and 10%, respectively. For introduction of a bridgehead double bond the removal of the tertiary hydroxy group was investigated in the two stereoisomeric hydroxyketones 12 and 15. Whereas the dehydration readily occurred in 12, a ring opening reaction was observed for 15. (C) 2011 Elsevier Ltd. All rights reserved.
Date of Publication
2011
Publication Type
Article
Language(s)
en
Contributor(s)
Weyermann, Philipp |
Additional Credits
Series
Tetrahedron
Publisher
Elsevier Science
ISSN
0040-4020
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