Development of zinc borates designed for functionalized hard nucleophiles in the coupling reaction with allylic alcohol derivatives

Tetrahedron Letters

Volumn 39, Issue 41, 1998, Pages 7533-7536

  Kobayashi, Yuichi ^a   Watatani, Kengo ^a   Tokoro, Yuko ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Allylation; Boron and compounds; Coupling reactions; Zinc and compounds

Indexed keywords

ALCOHOL DERIVATIVE; BORON DERIVATIVE; ZINC DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; REACTION ANALYSIS; SYNTHESIS;

EID: 0032497609     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01638-4     Document Type: Article

References (36)

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34. 18. Product-selectivity in the absence of DMI was dependent on the borates and the acetates: for instance, 9 and 10 were obtained in the yields of 6% and 12% from 3b + 6a, 7% and 13% from 3d + 6a, respectively, while exclusive formation of the desired products were observed for 3e + 6a and 3f + 6d (Table 1, entries 4 and 13).
35. 19. Lower product-selectivity was observed when DMF was used as the co-solvent in the reaction of 3b and 6a.
36. 20. This paper is dedicated to Professor Sigeru Torii in commemoration of his retirement from Okayama University.