Novel highly modular C2-symmetric oxazoline ligands-application in titanium-catalyzed diethylzinc additions to aldehydes

被引：45

作者：

Pastor, IM ^{[1
]}

Adolfsson, H ^{[1
]}

机构：

[1] Stockholm Univ, Dept Organ Chem, SE-10691 Stockholm, Sweden

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 09期

关键词：

D O I：

10.1016/S0040-4039(02)00087-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel C-2-symmetric tetradenate bis-oxazoline ligands were efficiently prepared from a-amino acids, 1,2-amino alcohols and 1,2- or 1,3-diacids. The ligands were employed in the titanium-catalyzed addition of diethylzinc to benzaldehyde, and depending on conditions used, moderate to high enantioselectivities of the formed 1-phenylpropanol were obtained. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：1743 / 1746

页数：4

共 26 条

[1] THE CHIRAL POOL AS A SOURCE OF ENANTIOSELECTIVE CATALYSTS AND AUXILIARIES [J].

BLASER, HU .

CHEMICAL REVIEWS, 1992, 92 (05) :935-952

[2] CHIRAL TITANIUM COMPLEXES FOR ENANTIOSELECTIVE ADDITION OF NUCLEOPHILES TO CARBONYL GROUPS [J].

DUTHALER, RO ;

HAFNER, A .

CHEMICAL REVIEWS, 1992, 92 (05) :807-832

[3] Enantioselective epoxidation catalysed by ruthenium complexes with chiral tetradentate bisamide ligands [J].

End, N ;

Pfaltz, A .

CHEMICAL COMMUNICATIONS, 1998, (05) :589-590

[4]

End N, 1998, CHEM-EUR J, V4, P818, DOI 10.1002/(SICI)1521-3765(19980515)4:5<818::AID-CHEM818>3.0.CO

[5]

2-#

[6] Investigation of a new family of chiral ligands for enantioselective catalysis via parallel synthesis and high-throughput screening [J].

Gennari, C ;

Ceccarelli, S ;

Piarulli, U ;

Montalbetti, CAGN ;

Jackson, RFW .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (16) :5312-5313

[7] C2-symmetric chiral bis(oxazoline)-metal complexes in catalytic asymmetric synthesis [J].

Ghosh, AK ;

Packiarajan, M ;

Cappiello, J .

TETRAHEDRON-ASYMMETRY, 1998, 9 (01) :1-45

[8] Enantioselective molybdenum-catalyzed allylic alkylation using chiral bisoxazoline ligands [J].

Glorius, F ;

Pfaltz, A .

ORGANIC LETTERS, 1999, 1 (01) :141-144

[9] New chiral tetradentate oxazolinylphosphine ligands for nickel and palladium.: Coordination behavior and catalytic activity in allylic alkylations [J].

Gómez, M ;

Jansat, S ;

Muller, G ;

Panyella, D ;

van Leeuwen, PWNM ;

Kamer, PCJ ;

Goubitz, K ;

Fraanje, J .

ORGANOMETALLICS, 1999, 18 (24) :4970-4981

[10]

Greene T. W., 1999, PROTECTIVE GROUPS OR

← 1 2 3 →