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An Alternative Enantioselective Synthesis of (+)-Tricyclodecadienone

✍ Scribed by Joop Knol; Ben L Feringa*

Book ID
104256760
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
513 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

The enantiomericallypore endo-cycloedduct z, obtainedfrom the the~al DieIs-Alderreaction of 5R-(f-menthyloxy)-2(5H)-ftcraoonewith cyclopentadieneisconvertedinto(+)-tricyclo[5.2. 1.02,'] decadi-4,8-en-3-one ((+)-~in a one-potpmeedurevia rbtg-operting with lithium methyldimethylphosphonatefollowedby an intramolecularWittig-Homer-Emmonsreactionin THF. The use of LiBr as additive in this step is highly beneficialto the formation of L. @ 1997Publishedby Elsevier Science Ltd.

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