METHYLENE PIPERAZINE-2,5-DIONES AS TEMPLATES FOR THE SYNTHESIS OF AMINO-ACID DERIVATIVES

被引:27
作者
CHAI, CLL [1 ]
KING, AR [1 ]
机构
[1] AUSTRALIAN NATL UNIV,THE FACULTIES,DEPT CHEM,CANBERRA,ACT 0200,AUSTRALIA
关键词
D O I
10.1016/0040-4039(95)00743-V
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Methylene piperazine-2,5-diones 5a and 5b are important synthetic intermediates. The preparation as well as the use of these compounds in the synthesis of amino acid derivatives are described. Our studies demonstrate that excellent chiral induction in carbon-carbon bond forming reactions can be obtained with methylene piperazinedione 5b.
引用
收藏
页码:4295 / 4298
页数:4
相关论文
共 15 条
[1]   SYNTHESIS OF UNUSUAL AROMATIC L-AMINO-ACIDS BY ASYMMETRIC HYDROGENATION OF CYCLIC DEHYDRODIPEPTIDES [J].
AOYAGI, H ;
HORIKE, F ;
NAKAGAWA, A ;
YOKOTE, S ;
PARK, N ;
HASHIMOTO, Y ;
KATO, T ;
IZUMIYA, N .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (01) :323-324
[2]   A NEW ALPHA-HALOGLYCINE TEMPLATE FOR THE ASYMMETRIC-SYNTHESIS OF AMINO-ACID DERIVATIVES [J].
BADRAN, TW ;
EASTON, CJ ;
HORN, E ;
KOCIUBA, K ;
MAY, BL ;
SCHLIEBS, DM ;
TIEKINK, ERT .
TETRAHEDRON-ASYMMETRY, 1993, 4 (02) :197-200
[3]   FREE-RADICAL REACTIONS OF ORGANOMERCURIALS [J].
BARLUENGA, J ;
YUS, M .
CHEMICAL REVIEWS, 1988, 88 (03) :487-509
[4]   CONFORMATIONAL STUDIES ON PEPTIDES - X-RAY STRUCTURE DETERMINATIONS OF 6 N-METHYLATED CYCLIC DIPEPTIDES DERIVED FROM ALANINE, VALINE, AND PHENYLALANINE [J].
BENEDETTI, E ;
MARSH, RE ;
GOODMAN, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (21) :6676-6684
[5]   RECENT DEVELOPMENTS IN THE STEREOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACIDS [J].
DUTHALER, RO .
TETRAHEDRON, 1994, 50 (06) :1539-1650
[6]  
GIESE B, 1986, RADICALS ORGANIC SYN, P36
[7]  
KANMERA T, 1979, TETRAHEDRON LETT, V46, P4483
[8]  
KARLE IL, 1981, PEPTIDES, V4, P4
[9]  
ODONNELL MJ, 1988, TETRAHEDRON, V44, P5253