The simultaneous double Diels-Alder addition of 1,1-bis(3,5-dimethylfur-2-yl)ethane; toward a new, asymmetric synthesis of long-chain polypropionate fragments and analogues

Tetrahedron Letters

Volumn 37, Issue 24, 1996, Pages 4149-4152

  Marchionni, Chiara ^a   Vogel, Pierre ^a   Roversi, Pietro ^b  

^a UNIVERSITY OF LAUSANNE   (Switzerland)

^b UNIVERSITY OF MILAN   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

BETULACEAE;

ACETALDEHYDE; BORANE DERIVATIVE; ETHANE; FURAN DERIVATIVE; PIMELIC ACID DERIVATIVE; POLYCYCLIC HYDROCARBON; PROPIONIC ACID DERIVATIVE;

ARTICLE; BROMINATION; CHEMICAL REACTION; CYCLIZATION; DIASTEREOISOMER; NUCLEAR MAGNETIC RESONANCE; OXIDATION; STEREOCHEMISTRY; SYNTHESIS; X RAY DIFFRACTION;

EID: 0029938866     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00771-X     Document Type: Article

References (32)

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14. This concept has been used in our group for the doubly-convergent synthesis of anthracyclinones; see e.g.: Carrupt, P.-A.; Vogel, P. Tetrahedron Lett. 1979, 20, 4533-4536; Dienes, Z.; Antonsson, T.; Vogel, P. Ibid. 1993, 34, 1013-1016.
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24. 3J=7.2, 7.0,2 Me).
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26. 1J(C,H)=147, C(3)), 72.3 (s, C(7)), 61.4 (t), 54.7, 51.1, 49.0, 45.9, 34.5, 31.8 (6d), 24.1, 16.5, 14.2, 12.59, 12.58, 12.57 (6q).
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31. 1H-NMR) and their elemental analyses.
32. Crystallographic data for the structure of 8 have been deposited with the Cambridge Crystallographic Data Centre, 12 Union Rd, Cambridge.