ASYMMETRIC SYNTHESIS OF NEARLY OPTICALLY PURE ATROLACTIC ACID METHYL-ETHER

被引：86

作者：

ELIEL, EL

FRAZEE, WJ

机构：

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 20期

关键词：

D O I：

10.1021/jo01334a039

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthesis of atrolactic acid methyl ether, C6H5C(OCH3)(CH3)C02H, in 97 ± 2% enantiomeric excess based on 10-mercaptoisoborneol [readily available by lithium aluminum hydride reduction of (+)-camphor-10-sulfonyl chloride from natural (+)-camphor] as the chiral auxiliary substance is described. © 1979, American Chemical Society. All rights reserved.

引用

页码：3598 / 3599

页数：2

共 10 条

[1] [Anonymous], 1976, The Merck Index, V9th
[2] Bartlett P.D., 1973, COLLECTIVE, V5, P194
[3] ELIEL EL, 1978, J AM CHEM SOC, V100, P1614, DOI 10.1021/ja00473a055
[4] DIRECT DETERMINATION OF ENANTIOMERIC COMPOSITIONS WITH OPTICALLY-ACTIVE NUCLEAR MAGNETIC-RESONANCE LANTHANIDE SHIFT-REAGENTS
GOERING, HL
EIKENBER.JN
KOERMER, GS
LATTIMER, CJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (05) : 1493 - 1501
[5] HAGBERG CE, 1974, CHEM SCRIPTA, V5, P13
[6] OXIDATION OF LONG-CHAIN AND RELATED ALCOHOLS TO CARBONYLS BY DIMETHYL-SULFOXIDE ACTIVATED BY OXALYL CHLORIDE
MANCUSO, AJ
HUANG, SL
SWERN, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (12) : 2480 - 2482
[7] ASYMMETRIC SYNTHESIS OF ALPHA-HYDROXY ALDEHYDES
MUKAIYAMA, T
SAKITO, Y
ASAMI, M
[J]. CHEMISTRY LETTERS, 1978, (11) : 1253 - 1256
[8] Researches m the menthone series Part VIII Further characterisation of the optically active menthylamines
Read, J
Storey, RA
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1930, : 2761 - 2769
[9] Camphor-beta-sulphinic acid and camphoryl sulphonium bases
Smiles, S
Hilditch, TP
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1907, 91 : 519 - 528
[10] Anomalous mutarotation of salts of Reychler's acid. IV. Comparison of 2-(N-phenylketimine)-d-camphane-10-sulfonic acid with d-camphor-10-sulfonanilide
Sutherland, H
Shriner, RL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1936, 58 : 62 - 63

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