First stereoselective synthesis of enantiomerically pure telluronium salts by the reaction of chiral halooxatelluranes with Grignard reagents

被引：16

作者：

Zhang, J ^{[1
]}

Saito, S ^{[1
]}

Koizumi, T ^{[1
]}

机构：

[1] TOYAMA MED & PHARMACEUT UNIV,FAC PHARMACEUT SCI,TOYAMA 93001,JAPAN

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 20期

关键词：

D O I：

10.1016/S0957-4166(97)00459-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

We prepared a series of enantiomerically pure benzyl and allyl telluronium salts 2 and 4, using the 2-exo-hydroxy-10-bornyl group as a chiral ligand, in high yield and selectivity by the reaction of chiral haloalkoxytelluranes 1 and 3 with Grignard reagents. A sharp pyramidal structure with S absolute configuration at the tellurium atom was confirmed by an X-ray analysis of 2c. (C) 1997 Published by Elsevier Science Ltd.

引用

页码：3357 / 3361

页数：5

共 50 条

[1] First diastereoselective synthesis of enantiomerically pure selenonium salts by reaction of chiral haloselenuranes with Grignard reagents
Zhang, J
Saito, S
Koizumi, T
SYNTHETIC COMMUNICATIONS, 2001, 31 (16) : 2441 - 2446
[2] Synthesis of enantiomerically pure telluronium salts by the reaction of chiral tellurides with alkyl halides
Zhang, J
Koizumi, T
TETRAHEDRON-ASYMMETRY, 2000, 11 (16) : 3323 - 3328
[3] Preparation and reactions of enantiomerically pure α-functionalized grignard reagents
O'Brien, P. (peter.obrien@york.ac.uk), 1600, American Chemical Society (135):
[4] Preparation and Reactions of Enantiomerically Pure α-Functionalized Grignard Reagents
Rayner, Peter J.
O'Brien, Peter
Horan, Richard A. J.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (21) : 8071 - 8077
[5] Preparation and Reactions of Enantiomerically Pure α-Functionalized Grignard Reagents
Zanda, Matteo
SYNTHESIS-STUTTGART, 2013, 45 (17): : A116 - A118
[6] Synthesis of Enantiomerically Pure Strictinin Using a Stereoselective Esterification Reaction
Khanbabaee, K.
Schulz, C.
Loetzerich, K.
Tetrahedron Letters, 38 (08):
[7] Synthesis of enantiomerically pure strictinin using a stereoselective esterification reaction
Khanbabaee, K
Schulz, C
Lotzerich, K
TETRAHEDRON LETTERS, 1997, 38 (08) : 1367 - 1368
[8] Chiral organometallic reagents, part 26 Highly enantiomerically enriched α-haloalkyl Grignard reagents
Hoffmann, RW
Nell, PG
Leo, R
Harms, K
CHEMISTRY-A EUROPEAN JOURNAL, 2000, 6 (18) : 3359 - 3365
[9] Enantiomerically Pure Tribenzotriquinacenes through Stereoselective Synthesis
Greschner, Wilko
Neumann, Beate
Stammler, Hans-Georg
Groeger, Harald
Kuck, Dietmar
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (46) : 13764 - 13768
[10] Synthesis of enantiomerically pure α-substituted propargylic amines by reaction of organoaluminum reagents with oxazolidines
Blanchet, J
Bonin, M
Micouin, L
Husson, HP
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (20): : 6423 - 6426

← 1 2 3 4 5 →