Carbene activation of P4 and subsequent derivatization

被引：238

作者：

Masuda, Jason D. ^{[1
]}

Schoeller, Wolfgang W. ^{[1
]}

Donnadieu, Bruno ^{[1
]}

Bertrand, Guy ^{[1
]}

机构：

[1] Univ Calif Riverside, Dept Chem, CNRS, Joint Res Chem Lab UMI 2957, Riverside, CA 92521 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 37期

关键词：

carbenes; cycloaddition; diastereoselectivity; diphosphenes; phosphorus;

D O I：

10.1002/anie.200703055

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Broken down and added onto: An enantiomerically pure cyclic (alkyl)-(amino)carbene cleanly activates P 4, affording highly reactive products that can be further used for the diastereoselective construction of P4-containing molecules that feature phosphorus-carbon bonds (see scheme; DMB = 2,3-dimethylbutadiene; portions of the products have been omitted, * denotes a stereogenic carbon center). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：7052 / 7055

页数：4

共 53 条

[1]

[Anonymous], ANGEW CHEM

[2]

[Anonymous], 2003, REVISION B

[3] Rhodium-mediated functionalization of white phosphorus: A novel formation of C-P bonds [J].

Barbaro, P ;

Peruzzini, M ;

Ramirez, JA ;

Vizza, F .

ORGANOMETALLICS, 1999, 18 (21) :4237-4240

[4] Activation and functionalization of white phosphorus at rhodium:: Experimental and computational analysis of the [(triphos)Rh (η1:η2-P4RR′)]Y complexes (triphos = MeC(CH2PPh2)3; R = H, alkyl, aryl; R′=2 electrons, H, Me) [J].

Barbaro, P ;

Ienco, A ;

Mealli, C ;

Peruzzini, M ;

Scherer, OJ ;

Schmitt, G ;

Vizza, F ;

Wolmershäuser, G .

CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (21) :5195-5210

[5] THE AZIDE HOMOLOGS ET-PPP AND PH-ASASAS AS BIFACIALLY COORDINATED LIGANDS IN TRIPOD-COBALT COMPLEXES - SYNTHESIS, STRUCTURE AND MOLECULAR-DYNAMICS [J].

BARTH, A ;

HUTTNER, G ;

FRITZ, M ;

ZSOLNAI, L .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (08) :929-931

[6]

BARTH A, 1990, ANGEW CHEM, V102, P956

[7] LASER IRRADIATION OF A DIPHOSPHENE - EVIDENCE FOR THE 1ST CIS-TRANS ISOMERIZATION [J].

CAMINADE, AM ;

VERRIER, M ;

ADES, C ;

PAILLOUS, N ;

KOENIG, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (13) :875-877

[8] ELECTROPHILIC ATTACK ON UNSUBSTITUTED PHOSPHORUS UNITS IN TRANSITION-METAL COMPOUNDS - SYNTHESIS AND CHARACTERIZATION OF THE METHYLTRIPHOSPHIRENE UNIT STABILIZED BY TRANSITION-METAL LIGAND FRAGMENTS [J].

CAPOZZI, G ;

CHITI, L ;

DIVAIRA, M ;

PERUZZINI, M ;

STOPPIONI, P .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (24) :1799-1800

[9] An unexpected pathway in the cage opening and aggregation of P4 [J].

Chan, Wesley Ting Kwok ;

Garcia, Felipe ;

Hopkins, Alexander D. ;

Martin, Lucy C. ;

McPartlin, Mary ;

Wright, Dominic S. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (17) :3084-3086

[10]

Corbridge D. E. C., 1995, Phosphorus an Outline of the Chemistry, Biochemistry, and Uses

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