1,2-ASYMMETRIC CIS INDUCTION AND ITS APPLICATION TO THE ASYMMETRIC-SYNTHESIS OF PRECURSORS OF BETA-BRANCHED UNUSUAL AMINO-ACIDS

被引：20

作者：

LI, G ^{[1
]}

PATEL, D ^{[1
]}

HRUBY, VJ ^{[1
]}

机构：

[1] UNIV ARIZONA,DEPT CHEM,TUCSON,AZ 85721

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 15期

关键词：

D O I：

10.1016/0040-4039(94)85204-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method for the asymmetric synthesis of key intermediates of unusual amino acids has been established by utilizing beta-carbon chirality for asymmetric induction in allylic-strained boron enolates.

引用

页码：2301 / 2304

页数：4

共 30 条

[21] PROTEIN-BIOSYNTHESIS WITH CONFORMATIONALLY RESTRICTED AMINO-ACIDS [J].

MENDEL, D ;

ELLMAN, J ;

SCHULTZ, PG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) :4359-4360

[22] ASYMMETRIC 1,4-ADDITION OF ORGANOCUPRATES TO CHIRAL ALPHA,BETA-UNSATURATED N-ACYL-4-PHENYL-2-OXAZOLIDINONES - A NEW APPROACH TO THE SYNTHESIS OF CHIRAL BETA-BRANCHED CARBOXYLIC-ACIDS [J].

NICOLAS, E ;

RUSSELL, KC ;

HRUBY, VJ .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (03) :766-770

[23] BORNANESULTAM-DIRECTED ASYMMETRIC-SYNTHESIS OF CRYSTALLINE, ENANTIOMERICALLY PURE SYN ALDOLS [J].

OPPOLZER, W ;

BLAGG, J ;

RODRIGUEZ, I ;

WALTHER, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (07) :2767-2772

[24] ASYMMETRIC SYNTHESES OF ALPHA-AMINO-ACIDS FROM ALPHA-HALOGENATED 10-SULFONAMIDO-ISOBORNYL ESTERS [J].

OPPOLZER, W ;

PEDROSA, R ;

MORETTI, R .

TETRAHEDRON LETTERS, 1986, 27 (07) :831-834

[25]

Spatola AF, 1983, CHEM BIOCH AMINO ACI, V7, P267

[26] 1,2-ASYMMETRIC INDUCTION IN REACTIONS OF NONCONJUGATED ACYCLIC RADICALS - A NEW MODEL FOR HIGHLY SELECTIVE ATOM-TRANSFER REACTIONS OF ALKYL-SUBSTITUTED RADICALS [J].

THOMA, G ;

CURRAN, DP ;

GEIB, SV ;

GIESE, B ;

DAMM, W ;

WETTERICH, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (19) :8585-8591

[27]

TOTH G, 1992, J MED CHEM, V35, P2383

[28] AMINATION OF CHIRAL ENOLATES BY DIALKYL AZODIFORMATES - SYNTHESIS OF ALPHA-HYDRAZINO ACIDS AND ALPHA-AMINO-ACIDS [J].

TRIMBLE, LA ;

VEDERAS, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (20) :6397-6399

[29]

WILEY RA, 1993, MED RES REV, V13, P328

[30]

Williams R.M., 1989, ORGANIC CHEM SERIES, V1

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