BINOL catalyzed enantioselective addition of titanium phenylacetylide to aromatic ketones

被引：65

作者：

Cozzi, PG ^{[1
]}

Alesi, S ^{[1
]}

机构：

[1] Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

来源：

CHEMICAL COMMUNICATIONS | 2004年 / 21期

关键词：

D O I：

10.1039/b408654f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An enantioselective addition of titanium phenylacetylide to ketones, promoted by BINOL, is described; this new enantioselective protocol gives high enantiomeric excess (up to 90% ee) with aromatic ketones using a simple procedure without pyrophoric or expensive reagents.

引用

页码：2448 / 2449

页数：2

共 24 条

[1] Insight into the mechanism of the asymmetric addition of alkyl groups to aldehydes catalyzed by titanium - BINOLate species
Balsells, J
Davis, TJ
Carroll, P
Walsh, PJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (35) : 10336 - 10348
[2] BINOL-Ti-catalyzed synthesis of tertiary homoallylic alcohols: The first catalytic asymmetric allylation of ketones
Casolari, S
D'Addario, D
Tagliavini, E
[J]. ORGANIC LETTERS, 1999, 1 (07) : 1061 - 1063
[3] Christoffers J, 2001, ANGEW CHEM INT EDIT, V40, P4591, DOI 10.1002/1521-3773(20011217)40:24<4591::AID-ANIE4591>3.0.CO
[4] 2-V
[5] Enantioselective alkynylation of ketones catalyzed by Zn(salen) complexes
Cozzi, PG
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (25) : 2895 - 2898
[6] Cunningham A, 2002, SYNLETT, P43
[7] Development of bifunctional salen catalysts:: Rapid, chemoselective alkylations of α-ketoesters
DiMauro, EF
Kozlowski, MC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (43) : 12668 - 12669
[8] The first catalytic asymmetric addition of dialkylzincs to α-ketoesters
DiMauro, EF
Kozlowski, MC
[J]. ORGANIC LETTERS, 2002, 4 (22) : 3781 - 3784
[9] Catalytic asymmetric addition of ZnPh2 to ketones:: Enantioselective formation of quaternary stereocenters
Dosa, PI
Fu, GC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (02) : 445 - 446
[10] ASYMMETRIC CREATION OF QUATERNARY CARBON CENTERS
FUJI, K
[J]. CHEMICAL REVIEWS, 1993, 93 (06) : 2037 - 2066

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