Chemo- and stereoselective functionalization of 7-oxabicyclo[2.2.1] hept-5-en-2-one derivatives with the system trichloroacetyl chloride/Zn(Cu)1
β Scribed by Odon Arjona; Roberto Fernandez De La Pradilla; Sonia Perez; Joaquin Plumet
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 443 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4020
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π SIMILAR VOLUMES
Dedicated to Prof. Ch. Tamm on the occasion of his 60th birthday (12.4.83) ## Summary (-)-1-Camphanoyloxyacrylonitrile (= (-)-1 -cyanovinyl camphanate; 1) obtained from the commercially available ( -)-camphanoyl chloride and 2-0x0propiononitrile added to furan at 20" in the presence of CU(BF,)~.
An qJ?cient method has been developed for the stereoselective substitution of ## 7-oxabicyclo[2.2.l]hept-2-yl derivatives by protected amino group at C(S-exo) and hydroxy group at C(6-endo). The 7-oxabicyclo[2.2.1]hept-S-en-2-yl derivatives 1 -6 can be obtained optically pure.' Because of their b
The endocyclic double bond C(2),C( ) in 5,6-dimethylidene-7-oxabicyclo[2.2.1]hept-2-ene (1) can be coordinated selectively on its exo-face before complexation of the exocyclic s-cis-butadiene moiety. Irradiation of Ru,(CO),, or Os,(CO),, in the presence of 1 gave tetracarbonyl[(lR,2R,3S,4S)-2,3-~-(5