A simple synthesis of (−)-( R)-ipsdienol and (−)-( S)-ipsenol

A short and efficient synthesis of the unnatural enantiomer of (+)-( S)-ipsdienol 1 and (−)-( S)-ipsenol 2 is presented via an asymmetric allylboration. The synthesis was achieved by using a one-pot reduction–methylenation of an exo-methylene lactone intermediate.

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Bibliographic Details
Published in:Tetrahedron: asymmetry 1999-11, Vol.10 (22), p.4281-4284
Main Authors: Draillard, Karine, Lebreton, Jacques, Villiéras, Jean
Format: Article
Language:English
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Summary:A short and efficient synthesis of the unnatural enantiomer of (+)-( S)-ipsdienol 1 and (−)-( S)-ipsenol 2 is presented via an asymmetric allylboration. The synthesis was achieved by using a one-pot reduction–methylenation of an exo-methylene lactone intermediate.
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(99)00482-6