Total synthesis of (-)- and (±)-frontalin via ring-closing metathesis

Tetrahedron Letters

Volumn 40, Issue 8, 1999, Pages 1425-1428

  Scholl, Matthias ^a   Grubbs, Robert H ^a  

^a California Institute of Technology ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

FRONTALIN; PHEROMONE; RUTHENIUM;

ARTICLE; BEETLE; CATALYSIS; MOLECULAR INTERACTION; SYNTHESIS;

EID: 0033582735     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02677-X     Document Type: Article

References (23)

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13. +) 126.0681, found 126.0689.
14. +) 126.0681, found 126.0689.
15. +) 126.0681, found 126.0689.
16. 5
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20. No dimerization of the non-cyclizable isomer of (+)-4a was observed at 0.01M; the reaction was not run at any other concentrations.
21. Treatment of the anti-isomer with a cat. amount of Amberlyst® 15 acidic ion exchange resin results in a rapid equilibration to a mixture of the syn- and anti-isomers.
22. 1H NMR are quantitative; isolated yields are slightly lower due to high volatility of products.
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