Enantiotopic differentiation of pro-R or pro-S chlorides in (Dichloromethyl)borates by chiral Lewis acids: Enantioselective synthesis of (alpha-chloroalkyl)boronates

被引:33
作者
Jadhav, PK
Man, HW
机构
[1] Chemical/Physical Sciences Dept., Du Pont Merck Pharmaceutical Company, Experimental Station, P.O. Box 80500, Wilmington
关键词
D O I
10.1021/ja9635185
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:846 / 847
页数:2
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共 14 条
[1]   CHIRAL ACETALS IN ASYMMETRIC-SYNTHESIS [J].
ALEXAKIS, A ;
MANGENEY, P .
TETRAHEDRON-ASYMMETRY, 1990, 1 (08) :477-511
[2]   SERINE PROTEASE MECHANISM - STRUCTURE OF AN INHIBITORY COMPLEX OF ALPHA-LYTIC PROTEASE AND A TIGHTLY BOUND PEPTIDE BORONIC ACID [J].
BONE, R ;
SHENVI, AB ;
KETTNER, CA ;
AGARD, DA .
BIOCHEMISTRY, 1987, 26 (24) :7609-7614
[3]   RECENT ADVANCES IN THE BORON ROUTE TO ASYMMETRIC-SYNTHESIS [J].
BROWN, HC ;
RAMACHANDRAN, PV .
PURE AND APPLIED CHEMISTRY, 1994, 66 (02) :201-212
[4]   RECENT ADVANCES IN ASYMMETRIC-SYNTHESIS WITH BORONIC ESTERS [J].
MATTESON, DS .
PURE AND APPLIED CHEMISTRY, 1991, 63 (03) :339-344
[5]   ENANTIOSELECTIVE CAPTURE AND RETRORACEMIZATION OF (1-BROMOALKYL)BORONIC ESTERS BY AN N-PROPANOYLOXAZOLIDINONE ENOLATE AND IODIDE-ION [J].
MATTESON, DS ;
MAN, HW .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (19) :5734-5741
[6]   STEREOSELECTIVE REACTION OF AN ENOLATE WITH CHIRAL ALPHA-HALO BORONIC ACID-ESTERS [J].
MATTESON, DS ;
MICHNICK, TJ .
ORGANOMETALLICS, 1990, 9 (12) :3171-3177
[7]   BORONIC ESTER HOMOLOGATION WITH 99-PERCENT SELECTIVITY AND ITS USE IN SYNTHESES OF THE INSECT PHEROMONES (3S,4S)-4-METHYL-3-HEPTANOL AND EXO-BREVICOMIN [J].
MATTESON, DS ;
SADHU, KM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (07) :2077-2078
[8]   99-PERCENT CHIRALLY SELECTIVE SYNTHESES VIA PINANEDIOL BORONIC ESTERS - INSECT PHEROMONES, DIOLS, AND AN AMINO ALCOHOL [J].
MATTESON, DS ;
SADHU, KM ;
PETERSON, ML .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (04) :810-819
[9]   SYNTHESIS OF L-(+)-RIBOSE VIA (S)-PINANEDIOL (ALPHA-S)-ALPHA-BROMO BORONIC ESTERS [J].
MATTESON, DS ;
PETERSON, ML .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (23) :5116-5121
[10]  
NOYORI R, 1994, ASSYMMETRIC CATALYSI