Enantioselective synthesis of (-)-methyl jasmonate and (+)-methyl epijasmonate

Synlett

Volumn , Issue 5, 1997, Pages 618-620

  Roth, Gerald J ^a   Kirschbaum, Stephan ^a,b   Bestmann, Hans Jürgen ^a  

^a UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

^b UNIVERSITY OF KARLSRUHE   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0003006017     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-3213     Document Type: Article

References (56)

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46. The unexpected complete isomerisation is probably due to an interaction of the rather basic phosphorus ylide with the acidic proton in α-position to the carbonyl moiety, as is the low yield of this reaction sequence. Nevertheless, the ozonolysis produces already a mixture of epimeric aldehydes.
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55. 3 (222.28); calcd.: C 70.24. H 8.16; found: C 69.85, H 8.23.
56. 1H NMR data of compound 2 were identical with those reported in lit. 4i.