Hydrolysis of substituted 1,3,2-dioxaborolanes and an asymmetric synthesis of a differentially protected syn,syn-3-methyl-2,4-hexanediol

被引:46
作者
Matteson, DS
Man, HW
机构
关键词
D O I
10.1021/jo960684m
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:6047 / 6051
页数:5
相关论文
共 24 条
[1]   ORGANOBORANES .51. CONVENIENT PROCEDURES FOR THE RECOVERY OF PINANEDIOL IN ASYMMETRIC-SYNTHESIS VIA ONE-CARBON HOMOLOGATION OF BORONIC ESTERS [J].
BROWN, HC ;
RANGAISHENVI, MV .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1988, 358 (1-3) :15-30
[2]   TOTAL SYNTHESIS OF MYCINOLIDE-V, THE AGLYCONE OF A MACROLIDE ANTIBIOTIC OF THE MYCINAMYCIN SERIES [J].
DITRICH, K ;
BUBE, T ;
STURMER, R ;
HOFFMANN, RW .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (11) :1028-1030
[3]  
Ditrich K., 1986, ANGEW CHEM, V98, P1016
[4]   ((TRITYLOXY)METHYL)BORONIC ESTERS [J].
HO, OC ;
SOUNDARARAJAN, R ;
LU, JH ;
MATTESON, DS ;
WANG, ZM ;
CHEN, X ;
WEI, MY ;
WILLETT, RD .
ORGANOMETALLICS, 1995, 14 (06) :2855-2860
[5]   STEREOSELECTIVE SYNTHESIS OF ALCOHOLS .31. STEREOSELECTIVE C-C BOND FORMATION USING CHIRAL Z-PENTENYLBORONATES [J].
HOFFMANN, RW ;
DITRICH, K ;
KOSTER, G ;
STURMER, R .
CHEMISCHE BERICHTE, 1989, 122 (09) :1783-1789
[6]   Probing the specificity of the serine proteases subtilisin Carlsberg and alpha-chymotrypsin with enantiomeric 1-acetamido boronic acids. An unexpected reversal of the normal ''L''-Stereoselectivity preference [J].
Martichonok, V ;
Jones, JB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (05) :950-958
[7]   [(1R)-1-ACETAMIDO-3-(METHYLTHIO)PROPYL]BORONIC ACID AND THE X-RAY STRUCTURE OF ITS ETHYLENE-GLYCOL ESTER [J].
MATTESON, DS ;
MICHNICK, TJ ;
WILLETT, RD ;
PATTERSON, CD .
ORGANOMETALLICS, 1989, 8 (03) :726-729
[8]   CONVERSION OF ALPHA-HALO BORONIC ESTERS TO INVERTED ALPHA-(METHYLSULFONYL)OXY BORONIC ESTERS [J].
MATTESON, DS ;
KANDIL, AA .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (23) :5121-5124
[9]   SYNTHESIS OF ASYMMETRICALLY DEUTERATED GLYCEROL AND DIBENZYLGLYCERALDEHYDE VIA BORONIC ESTERS [J].
MATTESON, DS ;
KANDIL, AA ;
SOUNDARARAJAN, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (10) :3964-3969
[10]   HIGH-PRECISION ASYMMETRIC-SYNTHESIS OF STEGOBIOL AND STEGOBINONE VIA BORONIC ESTERS [J].
MATTESON, DS ;
MAN, HW .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (24) :6545-6547