New route for synthesis of MeO-MOP

Synthetic Communications

Volumn 41, Issue 23, 2011, Pages 3556-3560

  Zeng, Qingle ^a   Zeng, Hui ^a   Yang, Zhiren ^a  

^a CHENGDU UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

1 (2 methoxynaphthalen 1 yl)naphthalen 2 yl trifluoromethanesulfonate; 2' methoxy l,1' binaphthy 1 2 ol; 2 (diphenylphosphino) 2' methoxy 1,1' binaphthyl (MeO MOP); 2 diphenylphosphinyl 2' methoxy 1,1' binaphthyl; Chiral monophosphine ligand

Indexed keywords

1,1' BINAPHTHYL DERIVATIVE; ETHER; MONOPHOSPHINE 2 (DIPHENYLPHOSPHINO) 2' METHOXY 1,1' BINAPHTHYL; PALLADIUM; PHOSPHINE OXIDE DERIVATIVE; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG;

ARTICLE; ATOM; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; MITSUNOBU REACTION; PRECURSOR; SYNTHESIS;

EID: 79961232753     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397911.2010.519095     Document Type: Article

References (14)

1. Uozumi, Y.; Hayashi, T. Catalytic asymmetric synthesis of optically active 2-alkanols via hydrosilylation of 1-alkenes with a chiral monophosphine-palladium catalyst. J. Am. Chem. Soc. 1991, 113 (26), 9887-9888.
2. Hayashi, T. Chiral monodentate phosphine ligand MOP for transition-metal-catalyzed asymmetric reactions. Acc. Chem. Res. 2000, 33, 354-362.
3. Hayashi, T.; Uozumi, Y. Catalytic asymmetric synthesis of optically active alcohols via hydrosilylation of olefins with a chiral monophosphine-palladium catalyst. Pure App. Chem. 1992, 64 (12), 1911-1916.
4. Matsumoto, Y.; Naito, M.; Hayashi, T. Palladium(0)-catalyzed hydroboration of 1-buten-3-ynes: Preparation of allenylboranes. Organometallics 1992, 11, 2732.
5. Hayashi, T.; Iwamura, H.; Naito, M.; Matsumoto, Y.; Uozumi, Y.; Miki, M.; Yanagi, K. Catalytic asymmetric reduction of allylic esters with formic acid catalyzed by palladium-MOP complexes. J. Am. Chem. Soc. 1994, 116, 775.
6. Hayashi, T.; Kawatsura, M.; Uozumi, Y. Regio-and enantioselective allylic alkylation catalysed by a chiral monophosphine-palladium complex. Chem. Commun. 1997, 561.
7. (R) Uozumi, Y.; Kawatsura, M.; Hayashi, T. (R)-2-Diphenylphosphino-20- methoxy-1,10-binaphthyl. Org. Synth. 2002, 78, 1.
8. Takahashi, M.; Ogasawara, K. An expedient route to some monoalkyl ethers of enantiomerically pure bi-b-naphthol. Tetrahedron: Asymmetry 1997, 8 (18), 3125-3130. (Pubitemid 27406342)
9. Jacques, J.; Fouquay, C.; Viterbo, R. Enantiomeric cyclic binaphthyl phosphoric acids as resolving agents. Tetrahedron Lett. 1971, 12 (48), 4617-4618.
10. Zeng, Q.; Liu, H.; Cui, X.; Mi, A.; Jiang, Y.; Li, X.; Choi, M. C. K.; Chan, A. S. C. Highly enantioselective hydrogenation of a-dehydroamino acids by rhodium complex with H8-MonoPhos. Tetrahedron: Asymmetry 2002, 13 (2), 115-117. (Pubitemid 34258476)
11. Zeng, Q.; Liu, H.; Mi, A.; Jiang, Y.; Li, X.; Choi, M. C. K.; Chan, A. S. C. H8-MonoPhos and its application in catalytic enantioselective hydrogenation of a-dehydroamino acids. Tetrahedron 2002, 58, 8799-8803. (Pubitemid 35284576)
12. Zeng, Q.; Wang, H.; Wang, T.; Cai, Y.; Weng W.; Zhao, Y. Vanadium-catalyzed enantioselective sulfoxidation and concomitant, highly efficient kinetic resolution provide high enantioselectivity and acceptable yields of sulfoxides. Adv. Synth. Catal. 2005, 347 (15), 1933-1936. (Pubitemid 41803151)
13. Zeng, Q.; Wang, H.; Liu, Z.; Li, B.; Zhao, Y. Facile synthesis of (S)-4-hydroxyphenyllactic acid derivatives. Amino Acids 2007, 33 (3), 537-541. (Pubitemid 47347946)
14. Fors, B. P.; Dooleweerdt, K.; Zeng, Q.; Buchwald, S. L. An efficient system for the Pd-catalyzed cross-coupling of amides and aryl chlorides. Tetrahedron 2009, 65 (33), 6576-6583.