On the use of 1,3-dienylboronates in Diels-Alder reactions. Part I: A strategy towards the synthesis of clerodin

Bulletin de la Societe Chimique de France

Volumn 133, Issue 2, 1996, Pages 143-149

  Renard, Pierre Yves ^a   Lallemand, Jean Yves ^a  

^a LABORATOIRE DE SYNTHÈSE ORGANIQUE   (France)

Author keywords

1,3 dienylboronate; Allylboration; Clerodin; Diels Alder; Oxidative decarboxylation

Indexed keywords

EID: 0001523988     PISSN: 00378968     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (24)

1. 1 a) Van Beek TA, de Groot Ae, Red Trav Chim Pays-Bas (1986) 105, 513
2. b) de Groot Ae, Van Beek TA, ibid (1987) 106, 1
3. Meritt AT, Ley SV, Nat Prod Reports (1992) 243.
4. a) Bouchard H, Lallemand JY, Tetrahedron Lett (1990) 31, 5151
5. b) Bouchard H, Soulié J, Lallemand JY, Tetrahedron Lett (1991) 32, 5957.
6. Bouchard H, Renard PY, Lallemand JY, Tetrahedron Lett (1991) 32, 5953.
7. a) Vaultier M, Truchet F, Carboni B, Hoffmann RW, Denne I, Tetrahedron Lett (1987) 28, 4169
8. b) Wang X, J Chem Soc, Chem Commun (1991) 1515.
9. Gassman PG, Schenk WN, J Org Chem (1977) 42, 918.
10. a) Trachtenberg EN, Carver JR, J Org Chem (1970) 35, 1646
11. b) Haruna M, Ito K, J Chem Soc, Chem Commun (1981) 483
12. Umbreit MA, Sharpless KB, J Am Chem Soc (1977) 99, 5526.
13. Toro A, Ambrus G, Tetrahedron Lett (1990) 31, 3475.
14. a) Landini D, Rolla F, Chem & Ind (1979) 213
15. b) Santaniello E, Ferraboschi P, Synth Commun (1980) 75.
16. Marshall JA, Cohen GM, J Org Chem (1971) 36, 877.
17. Parish EJ, Wei TY, Synth Commun (1987) 17, 1227.
18. Muzart J, Tetrahedron Lett (1987) 28, 2131, 2133 and 4665.
19. Heckmann B, Alayrac C, Mioskowski C, Chandrasekhar S, Falck JR, Tetrahedron Lett (1992) 33, 5205.
20. a) Pearson AJ, Han GR, J Org Chem (1985) 50, 2791
21. b) Pearson AJ Chen YS, Han GR, Hsu SY, Ray T, J Chem Soc, Perkin Trans I (1985) 267.
22. Santaniello E, Manzocchi A, Farachi C, Synthesis (1980) 563.
23. Brandsma L, Preparative Acetylenic Chemistry, Elsevier, Amsterdam, 1971.
24. Holmes AB, Tabor AB, Baker R, J Chem Soc, Chem Commun (1991) 3301.