ENANTIOSELECTIVE TRIMETHYLSILYLCYANATION OF ALDEHYDES

被引：85

作者：

BOLM, C

MULLER, P

机构：

[1] Fachbereich Chemie der Philipps-Universität Marburg, D-35032 Marburg, Hans-Meerwein-Straße

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 10期

关键词：

D O I：

10.1016/0040-4039(95)00123-T

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A chiral titanium reagent derived from optically active sulfoximine (R)-3 and Ti(O-i-Pr)(4) promotes the asymmetric addition of trimethylsilylcyanide to aldehydes affording cyanohydrins in high yields with good enantioselectivities (up to 91% ee).

引用

页码：1625 / 1628

页数：4

共 40 条

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[2] BERRISFORD BJ, IN PRESS ANGEW CHEM
[3] USE OF NABH4/ME3SICL IN THE BETA-HYDROXYSULFOXIMINE-CATALYZED ENANTIOSELECTIVE REDUCTION OF KETONES
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[4] BETA-HYDROXY SULFOXIMINES AS CATALYSTS FOR THE ENANTIOSELECTIVE ALKYLATION OF ALDEHYDES
BOLM, C
MULLER, J
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ZEHNDER, M
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[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (02) : 182 - 183
[5] BETA-HYDROXYSULFOXIMINES IN THE CATALYZED ENANTIOSELECTIVE REDUCTION OF KETONES WITH BORANE
BOLM, C
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[J]. TETRAHEDRON LETTERS, 1993, 34 (38) : 6041 - 6044
[6] BOLM C, 1992, SYNLETT, P439
[7] CALLANT D, 1993, TETRAHEDRON-ASYMMETR, P185
[8] ENANTIOSELECTIVE CONVERSION OF ALDEHYDES TO CYANOHYDRINS BY A CATALYTIC-SYSTEM WITH SEPARATE CHIRAL BINDING-SITES FOR ALDEHYDE AND CYANIDE COMPONENTS
COREY, EJ
WANG, Z
[J]. TETRAHEDRON LETTERS, 1993, 34 (25) : 4001 - 4004
[9] ASYMMETRIC HYDROCYANATION OF 3-PHENOXYBENZALDEHYDE CATALYZED BY POLY(CINCHONA ALKALOID-CO-ACRYLONITRILE)S
DANDA, H
CHINO, K
WAKE, S
[J]. CHEMISTRY LETTERS, 1991, (04) : 731 - 732
[10] ENANTIOSELECTIVE AUTOINDUCTION IN THE ASYMMETRIC HYDROCYANATION OF 3-PHENOXYBENZALDEHYDE CATALYZED BY CYCLO[(R)-PHENYLALANYL-(R)-HISTIDYL]
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[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (24) : 6740 - 6741

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