DIRECTED OPENINGS OF 2,3-EPOXY ALCOHOLS VIA REACTIONS WITH ISOCYANATES - SYNTHESIS OF (+)-ERYTHRO-DIHYDROSPHINGOSINE

被引:183
作者
ROUSH, WR
ADAM, MA
机构
关键词
D O I
10.1021/jo00220a015
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:3752 / 3757
页数:6
相关论文
共 61 条
[1]   CYCLOHEXANE COMPOUNDS .7. NUCLEOPHILIC SCISSION OF STEREOISOMERIC 3-METHOXYCYCLOHEXENE OXIDES [J].
BANNARD, RAB ;
CASSELMA.AA ;
LANGSTAF.EJ ;
MOIR, RY .
CANADIAN JOURNAL OF CHEMISTRY, 1968, 46 (01) :35-&
[2]   FATTY-ACIDS .33. SYNTHESIS OF ALL OCTADECYNOIC ACIDS AND ALL TRANS-OCTADECENOIC ACIDS [J].
BARVE, JA ;
GUNSTONE, FD .
CHEMISTRY AND PHYSICS OF LIPIDS, 1971, 7 (04) :311-+
[3]  
Behrens C. H., 1983, ALDRICHIM ACTA, V16, P67
[4]   ENANTIOSELECTIVE SYNTHESIS OF D-ERYTHRO-SPHINGOSINE [J].
BERNET, B ;
VASELLA, A .
TETRAHEDRON LETTERS, 1983, 24 (49) :5491-5494
[5]  
BRAUN D, 1979, J LIEBIGS ANN CHEM, P200
[6]   TI(O-I-PR)4-MEDIATED NUCLEOPHILIC OPENINGS OF 2,3-EPOXY ALCOHOLS - A MILD PROCEDURE FOR REGIOSELECTIVE RING-OPENING [J].
CARON, M ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (09) :1557-1560
[7]   CONFIGURATION OF DIHYDROSPHINGOSINE [J].
CARTER, HE ;
SHAPIRO, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (20) :5131-5132
[8]   NUCLEOPHILIC OPENINGS OF 2,3-EPOXY ACIDS AND AMIDES MEDIATED BY TI(O-I-PR)4 - RELIABLE C-3 SELECTIVITY [J].
CHONG, JM ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (09) :1560-1563
[9]  
COFFEY S, 1976, RODDS CHEM CARBON E, V1, P394
[10]   ENANTIOSELECTIVE SYNTHESES USING CHIRAL EPOXY-ALCOHOLS [J].
COLVIN, EW ;
ROBERTSON, AD ;
WAKHARKAR, S .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (06) :312-314