STUDIES ON THE TOTAL SYNTHESIS OF (2R,4'R,8'R)-ALPHA-TOCOPHEROL (VITAMIN-E) - STEREOSPECIFIC CYCLIZATIONS LEADING TO OPTICALLY-ACTIVE CHROMANS

被引：81
作者：
COHEN, N
LOPRESTI, RJ
NEUKOM, C
机构：
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1981年 / 46卷 / 12期
关键词：
D O I：
10.1021/jo00325a004
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：2445 / 2450
页数：6
相关论文
共 16 条
[1]   SYNTHESIS OF 3-HYDROXY-2,3,4,5-TETRAHYDRO-3-METHYL[1]BENZOXEPINS BY RING-CLOSURE OF ISOPRENYL TERMINAL EPOXIDES [J].
BAIRD, KJ ;
GRUNDON, MF .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (08) :1820-1825
[2]   TOTAL SYNTHESIS OF NATURAL ALPHA-TOCOPHEROL .4. PREPARATION OF CHROMANE RING-SYSTEM FROM TRIMETHYLHYDROQUINONE AND OPTICALLY-ACTIVE C-4 AND C5 SYNTHONE [J].
BARNER, R ;
SCHMID, M .
HELVETICA CHIMICA ACTA, 1979, 62 (07) :2384-2399
[3]   SYNTHETIC STUDIES ON (2R,4'R,8'R)-ALPHA-TOCOPHEROL FACILE SYNTHESES OF OPTICALLY-ACTIVE, SATURATED, ACYCLIC ISOPRENOIDS VIA STEREOSPECIFIC [3,3] SIGMATROPIC REARRANGEMENTS [J].
CHAN, KK ;
COHEN, N ;
DENOBLE, JP ;
SPECIAN, AC ;
SAUCY, G .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (22) :3497-3505
[4]   NOVEL TOTAL SYNTHESIS OF (2R,4'R,8'R)-ALPHA-TOCOPHEROL (VITAMIN-E) - CONSTRUCTION OF CHIRAL CHROMANS FROM AN OPTICALLY-ACTIVE, NON-AROMATIC PRECURSOR [J].
COHEN, N ;
LOPRESTI, RJ ;
SAUCY, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (22) :6710-6716
[5]   ANTIOXIDANT ACTIVITY AND STABILITY OF 6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMAN-2-CARBOXYLIC ACID [J].
CORT, WM ;
SCOTT, JW ;
ARAUJO, M ;
MERGENS, WJ ;
CANNALONGA, MA ;
OSADCA, M ;
HARLEY, H ;
PARRISH, DR ;
POOL, WR .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1975, 52 (06) :174-178
[6]   A FACILE SYNTHESIS OF METHANESULFONATE ESTERS [J].
CROSSLAN.RK ;
SERVIS, KL .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (09) :3195-&
[7]  
FISCHLI A, 1976, CHIMIA, V30, P4
[8]   EFFICIENT STEREOSELECTIVE SYNTHESIS OF NATURAL ALPHA-TOCOPHEROL (VITAMIN-E) [J].
FUGANTI, C ;
GRASSELLI, P .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (22) :995-997
[9]   UBER DIE CHEMIE DES VITAMINS E .3. DIE TOTALSYNTHESE VON (2R, 4'R, 8'R)- UND (2S, 4'R, 8'R)-ALPHA-TOCOPHEROL [J].
MAYER, H ;
ISLER, O ;
RUEGG, R ;
SCHUDEL, P .
HELVETICA CHIMICA ACTA, 1963, 46 (02) :650-&
[10]   UBER DIE CHEMIE DES VITAMINS E .7. DIE STEREOSPEZIFISCHE CYCLISIERUNG VON (3'R,7'R,11'R)-ALPHA-TOCOPHEROLCHINON [J].
MAYER, H ;
VETTER, W ;
METZGER, J ;
RUEGG, R ;
ISLER, O .
HELVETICA CHIMICA ACTA, 1967, 50 (04) :1168-&
12