Ring-Enlargement and Ring-Opening Reactions of Benzoxazole, Thiazoles, and Benzisoxazole by Zirconocene-Alkyne Complexes
β Scribed by Arndt, Perdita ;Lefeber, Claudia ;Kempe, Rhett ;Rosenthal, Uwe
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1996
- Tongue
- English
- Weight
- 513 KB
- Volume
- 129
- Category
- Article
- ISSN
- 0009-2940
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β¦ Synopsis
Zirconocene I Titanocene I Benzoxazoles I Thiazoles J Benzisoxazoles Zirconocene alkyne complexes Cp2Zr(L)(Me3SiC2R) (L = Py, THF; R = %Mes, tBu) react with heterocyclic compounds like benzoxazole and related thiazoles t o yield ring-expanded adducts Cp,h-C(SiMe,) =C(R) -CH=No -C 6 h -k ( 1-3) and Cp2sC(SiMe3)=C(SiMes)-CH=N-C(Rf)=C(R')-k (R' = Me, H) (4, 5) by formal C-X (X = 0, S) bond cleavage and
π SIMILAR VOLUMES
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## Abstract Catalyzed by the Mg complexes of BINOL derivatives, the enantioselective ring opening reaction of various __meso__βepoxides proceeded smoothly with either aromatic or aliphatic amines as the nucleophiles to afford the corresponding chiral Ξ²βamino alcohols in moderateβtoβhigh yields with
## Abstract The reaction with anilines is catalyzed by the (R)βBINOL/Bu~2~Mg/MeLi system and tolerates a wide range of functional groups [cf.