New C2-symmetric six-membered carbene ligands for asymmetric diethylzinc addition of arylaldehydes

被引：8

作者：

Zhou, Bihui ^{[1
,2
]}

Li, Zijing ^{[1
]}

Yang, Chen ^{[1
]}

Li, Linlin ^{[1
]}

Fan, Limei ^{[1
]}

Huang, Hongxia ^{[1
]}

Li, Jie ^{[1
]}

机构：

[1] Zhejiang Univ City Coll, Sch Med, Dept Pharm, 48 Huzhou Rd, Hangzhou 310015, Zhejiang, Peoples R China

[2] Zhejiang Univ, Coll Pharmaceut Siences, Hangzhou 310058, Zhejiang, Peoples R China

来源：

ARKIVOC | 2018年

基金：

中国国家自然科学基金;

关键词：

N-Heterocyclic carbene; tetrahydropyrimidinium; amino alcohols; asymmetric diethylzinc addition; chiral secondary alcohols; STEREODIRECTING LIGANDS; HETEROCYCLIC CARBENES; METAL-COMPLEXES; NHC LIGANDS; SALTS; REAGENTS;

D O I：

10.24820/ark.5550190.p010.410

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of new six-membered NHC precursors were prepared by simply esterification of their parent compounds. Their applicability in asymmetric diethylzinc addition of arylaldehydes has been demonstrated and the corresponding secondary alcohol was obtained with good yields and moderate enantioselectivities. [GRAPHICS] .

引用

页码：1 / 10

页数：10

共 50 条

[31] Synthesis of new C2-symmetric bis(β-hydroxy amide) ligands and their applications in the enantioselective addition of alkynylzinc to aldehydes
Hui, Xin-Ping
Yin, Chao
Chen, Zhi-Ce
Huang, Lu-Ning
Xu, Peng-Fei
Fan, Gui-Fang
TETRAHEDRON, 2008, 64 (11) : 2553 - 2558
[32] C2-symmetric bisphosphinites and a bisaminophosphine as new chiral ligands for Pd-catalyzed asymmetric allylic substitution
Zhang, A
Feng, Y
Jiang, B
TETRAHEDRON-ASYMMETRY, 2000, 11 (15) : 3123 - 3130
[33] Rh-catalyzed asymmetric hydrogenation by using a new family of C2-symmetric bisphosphinites and a bisaminophosphine as ligands
Zhang, A
Jiang, B
TETRAHEDRON LETTERS, 2001, 42 (09) : 1761 - 1763
[34] Synthesis of new chiral [2-(1-hydroxyalkyl)pyrrolidino]methylferrocenes and application to the catalytic asymmetric addition of diethylzinc to arylaldehydes
Xu, CL
Wang, MC
Hou, XH
Liu, HM
Wang, DH
CHINESE JOURNAL OF CHEMISTRY, 2005, 23 (10) : 1443 - 1448
[35] Synthesis of chiral C2-symmetric binucleating ligands
Fahrni, CJ
Pfaltz, A
HELVETICA CHIMICA ACTA, 1998, 81 (03) : 491 - 506
[36] Syntheses of novel C2-symmetric chiral bis(oxazoline) ligands and their application in titanium catalyzed diethylzinc additions to aldehydes
Zhang, CH
Liu, YJ
Yang, NF
Yang, LW
Yang, G
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2004, 24 (08) : 977 - 980
[37] Synthesis of enantiopure C2-symmetric VERDI disulfonamides and their application to the catalytic enantioselective addition of diethylzinc to aromatic and aliphatic aldehydes
Paquette, LA
Zhou, RJ
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (21): : 7929 - 7934
[38] Synthesis of enantiopure C2-symmetric VERDI disulfonamides and their application to the catalytic enantioselective addition of diethylzinc to aromatic and aliphatic aldehydes
J Org Chem, 21 (7929-7934):
[39] Chiral C2-symmetric bisferrocenyldiamines as ligands for transition metal catalyzed asymmetric cyclopropanation and aziridination
Cho, DJ
Jeon, SJ
Kim, HS
Cho, CS
Shim, SC
Kim, TJ
TETRAHEDRON-ASYMMETRY, 1999, 10 (19) : 3833 - 3848
[40] Enantioselective addition of organolithium reagents to imines mediated by C2-symmetric bis(aziridine) ligands
Andersson, PG
Johansson, F
Tanner, D
TETRAHEDRON, 1998, 54 (38) : 11549 - 11566

← 1 2 3 4 5 →