Palladium-catalyzed asymmetric allylic alkylation with a chiral monodentate phosphine ligand: 8-Diphenylphosphino-8'-methoxy-1,1'-binaphthyl

Synlett

Volumn , Issue 3, 2000, Pages 351-352

  Fuji, Kaoru ^a   Ohnishi, Hiroshi ^a   Moriyama, Shoko ^a   Tanaka, Kiyoshi ^a   Kawabata, Takeo ^a   Tsubaki, Kazunori ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

Allylations; Asymmetric catalysis; Biaryls; Palladium; Regioselectivity

Indexed keywords

8 DIPHENYLPHOSPHINO 8' METHOXY 1,1' BINAPHTHYL; LIGAND; PALLADIUM; PHOSPHINE DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CATALYSIS; CHIRALITY; DRUG SYNTHESIS; MOLECULAR RECOGNITION; PROTON TRANSPORT; REACTION ANALYSIS;

EID: 0034006866     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

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3. A chiral monodentate phosphine ligand (MOP) has been developed and used for palladium-catalyzed asymmetric reactions: a) Uozumi, Y.; Hayashi, T. J. Am. Chem. Soc. 1991, 113, 9887.
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12. For recent examples of palladium-catalyzed asymmetric allylic substitution using chiral monodentate phosphine ligands: a) Hayashi, T.; Kawatsura, M.; Uozumi, Y. Chem Commun. 1997, 561.
13. b) Y. Hamada, N. Seto, H. Ohmori, K. Hatano, Tetrahedron Lett. 1996, 37, 7565.
14. We found that diethyl zinc is an excellent base for asymmetric allylic substitution reactions catalyzed by Pd-BINAP complex: Fuji, K.; Kinoshita, N.; Tanaka, K. Chem. Commun. 1999, 1895.
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19. R= 64 min (S), 84 min (R).
20. The absolute configuration of 7 was determined by the comparison with the reported data in reference 5a.