ISSN:
0947-3440
Keywords:
Peterson olefination
;
Horner Emmons olefination
;
Diastereoselective aprotic Michael cascade reaction
;
Tricyclo[3.2.1.02,7]octanes
;
Bicyclo[3.2.1]octanes
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Starting from the easily accesible chiral aldehyde 2, we obtained enantiomerically pure (Z)- and (E)-α,-chloro-α,β-unsaturated esters 4c in good yields by olefination reactions. (Z)-and (E)-4c were allowed to react with the kinetically controlled generated lithium dienolate Li-7 to give the enantiomerically pure tricyclo[3.2.1.02,7]octanes 8 and 9, respectively. The „push-pull“ substituted cyclopropane moiety of 8 was opened to give solely bicyclo[3.2.1]octane 10.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1995199512302
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