Synthesis and application of new chiral bidentate phosphine, 2,7-di-tert-butyl-9,9-dimethyl-4,5-bis(methylphenylphosphino)xanthine

被引：60

作者：

Hamada, Y

Matsuura, F

Oku, M

Hatano, K

Shioiri, T

机构：

[1] Chiba Univ, Fac Pharmaceut Sci, Inage Ku, Chiba 263, Japan

[2] Nagoya City Univ, Fac Pharmaceut Sci, Mizuho Ku, Nagoya, Aichi 467, Japan

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 52期

关键词：

D O I：

10.1016/S0040-4039(97)10363-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New optically active bidentate phosphines, (S,S)- and (R,R)-2,7-di-tertbutyl-9,9-dimethyl-4,5-bis(methylphenylphosphino)xanthenes ((S,S)-1 and (R,R)-1), were prepared through resolution of the corresponding phosphine oxides using (R, R)-(-)-dibenzoyl-tartaric acid and a preliminary experiment on asymmetric synthesis using an allyl substrate proved the utility of the new bidentate phosphines. (C) 1997 Elsevier Science Ltd.

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页码：8961 / 8964

页数：4

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共 42 条

[1] STUDIES OF ALLYLIC SUBSTITUTION CATALYZED BY A PALLADIUM COMPLEX OF A C-2-SYMMETRICAL BIS(AZIRIDINE) - PREPARATION AND NMR SPECTROSCOPIC INVESTIGATION OF A CHIRAL PI-ALLYL SPECIES [J].

ANDERSSON, PG ;

HARDEN, A ;

TANNER, D ;

NORRBY, PO .

CHEMISTRY-A EUROPEAN JOURNAL, 1995, 1 (01) :12-16

[2] REACTIONS WITH PHOSPHINE ALKYLENES .41. RESOLUTION OF CHIRAL PHOSPHONIUM SALTS [J].

BESTMANN, HJ ;

LIENERT, J ;

HEID, E .

CHEMISCHE BERICHTE-RECUEIL, 1982, 115 (12) :3875-3879

[3] Synthesis and applications of a new class of C2 symmetric phosphorus donor ligand for asymmetric catalysis. [J].

Brenchley, G ;

Fedouloff, M ;

Merifield, E ;

Wills, M .

TETRAHEDRON-ASYMMETRY, 1996, 7 (10) :2809-2812

[4] A remarkable anion effect on the enantioselectivity of the Pd-catalyzed allylic amination using ferrocenyl ligands [J].

Burckhardt, U ;

Baumann, M ;

Togni, A .

TETRAHEDRON-ASYMMETRY, 1997, 8 (01) :155-159

[5] Enantioselective palladium catalyzed allylic substitution with sulfur-containing pyridine ligands [J].

Chelucci, G ;

Cabras, MA .

TETRAHEDRON-ASYMMETRY, 1996, 7 (04) :965-966

[6] Chiral sulfoxides and sulfides tethered to pyridines as ligands for enantioselective catalysis: Palladium catalyzed allylic substitution and addition of diethylzinc to benzaldehyde [J].

Chelucci, G ;

Berta, D ;

Saba, A .

TETRAHEDRON, 1997, 53 (10) :3843-3848

[7] ENANTIOSELECTIVE HOMOGENEOUS CATALYSIS INVOLVING TRANSITION-METAL ALLYL INTERMEDIATES [J].

CONSIGLIO, G ;

WAYMOUTH, RM .

CHEMICAL REVIEWS, 1989, 89 (01) :257-276

[8] TITANIUM (IV) CATALYSIS IN THE REDUCTION OF PHOSPHINE OXIDES [J].

COUMBE, T ;

LAWRENCE, NJ ;

MUHAMMAD, F .

TETRAHEDRON LETTERS, 1994, 35 (04) :625-628

[9] PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION-REACTIONS OF PROCHIRAL AND RACEMIC ALLYL ACETATES [J].

DAWSON, GJ ;

WILLIAMS, JMJ ;

COOTE, SJ .

TETRAHEDRON LETTERS, 1995, 36 (03) :461-462

[10] SELECTIVITY IN PALLADIUM CATALYZED ALLYLIC SUBSTITUTION [J].

FROST, CG ;

HOWARTH, J ;

WILLIAMS, JMJ .

TETRAHEDRON-ASYMMETRY, 1992, 3 (09) :1089-1122

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