Asymmetric synthesis of 3-phenyl-2,3-methanophenylalanine developed by panning catalysts in a library format

被引：35

作者：

Moye-Sherman, D ^{[1
]}

Welch, MB ^{[1
]}

Reibenspies, J ^{[1
]}

Burgess, K ^{[1
]}

机构：

[1] Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 21期

关键词：

D O I：

10.1039/a805454a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Optimal catalysts for the key cyclopropanation step in a synthesis of the title compound were identified by screening libraries of metal complex-ligand combinations; the synthesis was completed, and a derivative of the final product was crystallized to establish its solid state conformation.

引用

页码：2377 / 2378

页数：2

共 11 条

[1] COMPARISON OF THE EFFECTS OF (2S,3S)-2,3-METHANOMETHIONINE, (2R,3R)-2,3-METHANOMETHIONINE, AND (2R,3R)-2,3-METHANOPHENYLALANINE ON THE CONFORMATIONS OF SMALL PEPTIDES
BURGESS, K
HO, KK
PAL, B
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (13) : 3808 - 3819
[2] New catalysts and conditions for a C-H insertion reaction identified by high throughput catalyst screening
Burgess, K
Lim, HJ
Porte, AM
Sulikowski, GA
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (02): : 220 - 222
[3] BURGESS K, 1997, ACCELERATED SYNTHESE
[4] Discovery of chiral catalysts through ligand diversity: Ti-catalyzed enantioselective addition of TMSCN to meso epoxides
Cole, BM
Shimizu, KD
Krueger, CA
Harrity, JPA
Snapper, ML
Hoveyda, AH
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (15): : 1668 - 1671
[5] Asymmetric cyclopropanations by rhodium(II) N-(arylsulfonyl)prolinate catalyzed decomposition of vinyldiazomethanes in the presence of alkenes. Practical enantioselective synthesis of the four stereoisomers of 2-phenylcyclopropan-1-amino acid
Davies, HML
Bruzinski, PR
Lake, DH
Kong, N
Fall, MJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (29) : 6897 - 6907
[6] Effect of diazoalkane structure on the stereoselectivity of rhodium(II) (S)-N-(arylsulfonyl)prolinate catalyzed cyclopropanations
Davies, HML
Bruzinski, PR
Fall, MJ
[J]. TETRAHEDRON LETTERS, 1996, 37 (24) : 4133 - 4136
[7] Chiral catalysts for enantioselective intermolecular cyclopropanation reactions with methyl phenyldiazoacetate. Origin of the solvent effect in reactions catalyzed by homochiral dirhodium(II) prolinates
Doyle, MP
Zhou, QL
Charnsangavej, C
Longoria, MA
McKervey, MA
Garcia, CF
[J]. TETRAHEDRON LETTERS, 1996, 37 (24) : 4129 - 4132
[8] The combinatorial synthesis of chiral phosphine ligands
Gilbertson, SR
Wang, XF
[J]. TETRAHEDRON LETTERS, 1996, 37 (36) : 6475 - 6478
[9] Design and optimization of new phosphine oxazoline ligands via high-throughput catalyst screening
Porte, AM
Reibenspies, J
Burgess, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (36) : 9180 - 9187
[10] Schiff base catalysts for the asymmetric Strecker reaction identified and optimized from parallel synthetic libraries
Sigman, MS
Jacobsen, EN
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (19) : 4901 - 4902

← 1 2 →