Synthesis of 5-substituted α,β-butenolides by iron-promoted intramolecular cyclocarbonylation: Addition of organometallic reagents to iron-substituted enals

Synlett

Volumn , Issue 2, 2000, Pages 182-184

  Möller, Christian ^a   Mikulás, Mark ^a   Wierschem, Frank ^a   Rück Braun, Karola ^a  

^a JOHANNES GUTENBERG UNIVERSITY   (Germany)

Author keywords

Carbonylation; Enals; Iron; Reaction cascade; , butenolides

Indexed keywords

BUTENOLIDE;

ARTICLE; CARBOXYLATION; COMPLEX FORMATION; CYCLIZATION; DRUG SYNTHESIS; HYDROLYSIS; MOLECULAR RECOGNITION; REACTION ANALYSIS; STOICHIOMETRY;

EID: 0038584085     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2000-6497     Document Type: Article

References (12)

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3. For general reviews, see: Shieh, S.-J.; Liang, K.-W.; Li, W.-T.; Shu, L.-H.; Chandrasekharam, M.; Liu, R.-S. Pure Appl. Chem. 1998, 70, 1111.
4. Enders, D.; Jandeleit, B.; von Berg, S. Synlett 1997, 421.
5. Knölker, H.-J.; Goesmann, H.; Hermann, H.; Herzberg, D.; Rohde, G. Synlett 1999, 421 and references cited.
6. Rück-Braun, K.; Mikulás, M.; Amrhein, P. Synthesis 1999, 727 and references cited.
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8. (a) Rück-Braun, K. Angew. Chem. Int. Ed. Engl. 1997, 36, 509.
9. (b) Rück-Braun, K.; Martin, T.; Mikulás, M. Chem. Eur. J. 1999, 5, 1028.
10. 3 (364.2): C, 65.95; H, 5.53. Found: C, 66.08; H, 5.48%.
11. 4), and concentrated in vacuo. The crude product was purified by flash chromatography on silica gel with petroleum ether/methyl tert-butylether (12:1, 0.1% triethylamine) to yield 6a (54 mg, 53%) as a colorless amorphous solid.
12. 2: 440.3642. Found: 440.3639.