Chiral base-mediated benzylic functionalisation of (alkyl benzyl ether)tricarbonylchromium(0) complexes

被引：43

作者：

Cowton, ELM

Gibson, SE

Schneider, MJ

Smith, MH

机构：

[1] UNIV LONDON IMPERIAL COLL SCI TECHNOL & MED,DEPT CHEM,LONDON SW7 2AY,ENGLAND

[2] ASSOC OCTEL CO LTD,WIRRAL L65 4HF,MERSEYSIDE,ENGLAND

来源：

CHEMICAL COMMUNICATIONS | 1996年 / 07期

关键词：

D O I：

10.1039/cc9960000839

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Asymmetric functionalisation of the benzylic methylene group in tricarbonylchromium(0) complexes of alkyl benzyl ethers [(PhCH(2)OR)(CO)(3)Cr-0] is achieved in high yield (86-96%) and high enantiomeric excess (ee) (97 to greater than or equal to 99%) using chiral base methodology.

引用

页码：839 / 840

页数：2

共 22 条

[11] ENANTIOSELECTIVE SYNTHESIS VIA SPARTEINE-INDUCED ASYMMETRIC DEPROTONATION
HOPPE, D
HINTZE, F
TEBBEN, P
PAETOW, M
AHRENS, H
SCHWERDTFEGER, J
SOMMERFELD, P
HALLER, J
GUARNIERI, W
KOLCZEWSKI, S
HENSE, T
HOPPE, I
[J]. PURE AND APPLIED CHEMISTRY, 1994, 66 (07) : 1479 - 1486
[12] STEREODIVERGENT ENANTIOSELECTIVE SYNTHESIS BY EXPLOITING UNUSUALLY LARGE KINETIC H/D ISOTOPE EFFECTS ON DEPROTONATION
HOPPE, D
PAETOW, M
HINTZE, F
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (03): : 394 - 396
[13] KAISER B, 1995, ANGEW CHEM INT EDIT, V34, P323, DOI 10.1002/anie.199503231
[14] PLANAR CHIRAL ARENE TRICARBONYLCHROMIUM COMPLEXES VIA ENANTIOSELECTIVE DEPROTONATION ELECTROPHILE ADDITION-REACTIONS
KUNDIG, EP
QUATTROPANI, A
[J]. TETRAHEDRON LETTERS, 1994, 35 (21) : 3497 - 3500
[15] A STUDY OF THE SYNTHESIS AND RACEMIZATION OF A CHIRAL LITHIATED TRICARBONYL(ETA(6)-ANISOLE)CHROMIUM COMPLEX
PRICE, DA
SIMPKINS, NS
MACLEOD, AM
WATT, AP
[J]. TETRAHEDRON LETTERS, 1994, 35 (33) : 6159 - 6162
[16] CHIRAL BASE-MEDIATED ASYMMETRIC-SYNTHESIS OF TRICARBONYL(ETA(6)-ARENE)CHROMIUM COMPLEXES
PRICE, DA
SIMPKINS, NS
MACLEOD, AM
WATT, AP
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (08) : 1961 - 1962
[17] CRYSTALLOGRAPHIC AND LI-6 AND N-15 NMR-STUDIES OF A CHIRAL BIDENTATE LITHIUM AMIDE - AN EFFECT OF AGGREGATION STATES ON AN ENANTIOSELECTIVE DEPROTONATION REACTION
SATO, D
KAWASAKI, H
SHIMADA, I
ARATA, Y
OKAMURA, K
DATE, T
KOGA, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (02) : 761 - 763
[18] SPARTEINE-MEDIATED ALPHA-LITHIATION OF N-BOC-N-METHYLBENZYLAMINE - RAPID RACEMIZATION AND SUBSEQUENT DERACEMIZATION
SCHLOSSER, M
LIMAT, D
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (49) : 12342 - 12343
[19] SCHMALZ HG, 1995, TETRAHEDRON LETT, V36, P5515
[20] ASYMMETRIC INDUCTION VIA COORDINATION TO CR(CO)3 - NUCLEOPHILIC-ATTACK ON ACYCLIC CARBENIUM IONS
TOP, S
JAOUEN, G
MCGLINCHEY, MJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (23) : 1110 - 1112

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