ACYCLIC STEREOSELECTION .42. 1,4-STEREOSELECTION AND 1,5-STEREOSELECTION BY SEQUENTIAL ALDOL ADDITION TO ALPHA,BETA-UNSATURATED ALDEHYDES FOLLOWED BY CLAISEN REARRANGEMENT - APPLICATION TO TOTAL SYNTHESIS OF THE VITAMIN-E SIDE-CHAIN AND THE ARCHAEBACTERIAL-C40 DIOL

被引:114
作者
HEATHCOCK, CH
FINKELSTEIN, BL
JARVI, ET
RADEL, PA
HADLEY, CR
机构
关键词
D O I
10.1021/jo00244a017
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:1922 / 1942
页数:21
相关论文
共 42 条
[1]   REDUCTION BY DISSOLVING METALS .13. THE PRODUCTION OF ALDEHYDES FROM AMIDINES, AMIDES, AND RELATED COMPOUNDS [J].
BIRCH, AJ ;
CYMERMANCRAIG, J ;
SLAYTOR, M .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1955, 8 (04) :512-518
[2]   FOSSIL EVIDENCE FOR A NOVEL SERIES OF ARCHAEBACTERIAL LIPIDS [J].
CHAPPE, B ;
MICHAELIS, W ;
ALBRECHT, P ;
OURISSON, G .
NATURWISSENSCHAFTEN, 1979, 66 (10) :522-523
[3]   POLAR LIPIDS OF ARCHAEBACTERIA IN SEDIMENTS AND PETROLEUMS [J].
CHAPPE, B ;
ALBRECHT, P ;
MICHAELIS, W .
SCIENCE, 1982, 217 (4554) :65-66
[4]  
CHAPPE B, 1980, ADV ORG GEOCHEM, P265
[5]   SYNTHESIS AND MASS SPECTRA OF ESTERS OF BRANCHED CHAIN FATTY ACIDS [J].
CHASIN, DG ;
PERKINS, EG .
CHEMISTRY AND PHYSICS OF LIPIDS, 1971, 6 (01) :8-&
[6]   TOTAL SYNTHESIS OF ALL 8 STEREOISOMERS OF ALPHA-TOCOPHERYL ACETATE - DETERMINATION OF THEIR DIASTEREOISOMERIC AND ENANTIOMERIC PURITY BY GAS-CHROMATOGRAPHY [J].
COHEN, N ;
SCOTT, CG ;
NEUKOM, C ;
LOPRESTI, RJ ;
WEBER, G ;
SAUCY, G .
HELVETICA CHIMICA ACTA, 1981, 64 (04) :1158-1173
[7]   SYNTHETIC STUDIES ON 2R,4',8'R-ALPHA-TOCOPHEROL - APPROACH UTILIZING SIDE-CHAIN SYNTHONS OF MICROBIOLOGICAL ORIGIN [J].
COHEN, N ;
EICHEL, WF ;
LOPRESTI, RJ ;
NEUKOM, C ;
SAUCY, G .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (22) :3505-3511
[8]   CHEMISTRY OF NAKED ANIONS .3. REACTIONS OF 18-CROWN-6 COMPLEX OF POTASSIUM CYANIDE WITH ORGANIC SUBSTRATES IN APROTIC ORGANIC-SOLVENTS [J].
COOK, FL ;
BOWERS, CW ;
LIOTTA, CL .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (23) :3416-3418
[9]  
COREY EJ, 1974, TETRAHEDRON LETT, P809
[10]   ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES [J].
DALE, JA ;
DULL, DL ;
MOSHER, HS .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (09) :2543-&