ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A stereocontrolled synthetic route to optically pure (-)-(S)-ipsenol (1), the pheromone of Pityokteines curvidens and various other bark-beetle species is described. Key step of the synthesis is an enantioselective aldol reaction using a chiral titanium-carbohydrate complex (Scheme 1). The carboxylate function of the optically pure β-hydroxy acid 5 thus obtained in mol quantities is then elaborated to the diene moiety by standard methodology (Scheme 2).
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19900730215
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