Stereoselective synthesis of MeBmt and methyl (4R,5S)-5-isopropyl-2-phenyloxazoline-4-carboxylate by a Pd-catalyzed equilibration

被引:21
作者
Cook, GR [1 ]
Shanker, PS [1 ]
机构
[1] N Dakota State Univ, Dept Chem, Fargo, ND 58105 USA
关键词
D O I
10.1021/jo015760m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:6818 / 6822
页数:5
相关论文
共 45 条
[1]   Synthesis of enantiopure indolizidine alkaloids from alpha-amino acids: Total synthesis of (-)-indolizidine 167B [J].
Angle, SR ;
Henry, RM .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (24) :8549-8552
[2]  
Arndt F., 1943, ORG SYNTH, V2, P165
[3]  
BAI A, 1997, J IMMUNOL, V159, P2142
[4]   A STEREOSELECTIVE SYNTHESIS OF MEBMT EMPLOYING A NEW CHIRAL GLYCINE ENOLATE DERIVATIVE [J].
BLASER, D ;
KO, SY ;
SEEBACH, D .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (21) :6230-6233
[5]   Asymmetric synthesis of 5-isopropyl-oxazoline-4-imide as syn-hydroxyleucine precursor [J].
Cardillo, G ;
Gentilucci, L ;
Gianotti, M ;
Tolomelli, A .
TETRAHEDRON-ASYMMETRY, 2001, 12 (04) :563-569
[6]   The proteasome-specific inhibitor lactacystin blocks presentation of cytotoxic T lymphocyte epitopes in human and murine cells [J].
Cerundolo, V ;
Benham, A ;
Braud, V ;
Mukherjee, S ;
Gould, K ;
Macino, B ;
Neefjes, J ;
Townsend, A .
EUROPEAN JOURNAL OF IMMUNOLOGY, 1997, 27 (01) :336-341
[7]   TOTAL SYNTHESIS OF (+)-LACTACYSTIN FROM D-GLUCOSE [J].
CHIDA, N ;
TAKEOKA, J ;
TSUTSUMI, N ;
OGAWA, S .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (07) :793-794
[8]   Palladium-catalyzed formation and stereoselective isomerization of 5-vinyloxazolines. Application to the formal synthesis of (S,S)-4-amino-3-hydroxy-5-phenylpentanoic acid [J].
Cook, GR ;
Shanker, PS .
TETRAHEDRON LETTERS, 1998, 39 (21) :3405-3408
[9]   A new magnesium-catalyzed doubly diastereoselective anti-aldol reaction leads to a highly efficient process for the total synthesis of lactacystin in quantity [J].
Corey, EJ ;
Li, WD ;
Reichard, GA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (10) :2330-2336
[10]   Lactacystin and clasto-lactacystin beta-lactone modify multiple proteasome beta-subunits and inhibit intracellular protein degradation and major histocompatibility complex class I antigen presentation [J].
Craiu, A ;
Gaczynska, M ;
Akopian, T ;
Gramm, CF ;
Fenteany, G ;
Goldberg, AL ;
Rock, KL .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1997, 272 (20) :13437-13445