Enantioselective Catalytic Reactions with N-Acyliden Penta-atomic Aza-heterocycles. Heterocycles as Masked Bricks To Build Chiral Scaffolds

被引:56
作者
Desimoni, Giovanni [1 ]
Faita, Giuseppe [1 ]
Quadrelli, Paolo [1 ]
机构
[1] Univ Pavia, Dept Chem, I-27100 Pavia, Italy
关键词
DIELS-ALDER REACTIONS; ASYMMETRIC CONJUGATE ADDITION; CARBOXYLIC-ACID IMIDAZOLIDES; DIALKYL PHOSPHINE OXIDES; MICHAEL ADDITION; LEWIS-ACID; NUCLEOPHILE PRECURSORS; ALPHA; BETA-UNSATURATED AMIDES; 1,3-DIPOLAR CYCLOADDITION; BETA-EPOXY ESTERS;
D O I
10.1021/acs.chemrev.5b00097
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:9922 / 9980
页数:59
相关论文
共 106 条
[51]   Catalytic enantioselective conjugate addition of cyanide to α,β-unsaturated N-acylpyrroles [J].
Mita, T ;
Sasaki, K ;
Kanai, M ;
Shibasaki, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (02) :514-515
[52]   Masked Unsaturated Esters/Amides in Asymmetric Organocatalysis [J].
Monge, David ;
Jiang, Hao ;
Alvarez-Casao, Yolanda .
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (12) :4494-4504
[53]   Catalytic asymmetric epoxidation of α,β-unsaturated amides:: Efficient synthesis of β-aryl α-hydroxy amides using a one-pot tandem catalytic asymmetric epoxidation-Pd-catalyzed epoxide opening process [J].
Nemoto, T ;
Kakei, H ;
Gnanadesikan, V ;
Tosaki, SY ;
Ohshima, T ;
Shibasaki, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (49) :14544-14545
[54]   Unique reactivity of α,β-unsaturated carboxylic acid imidazolides:: Catalytic asymmetric synthesis of α,β-epoxy esters and α,β-epoxy carboxylic acid derivatives [J].
Nemoto, T ;
Tosaki, SY ;
Ohshima, T ;
Shibasaki, M .
CHIRALITY, 2003, 15 (04) :306-311
[55]   Catalytic asymmetric synthesis of α,β-epoxy esters, aldehydes, amides, and γ,δ-epoxy β-keto esters:: Unique reactivity of α,β-unsaturated carboxylic acid imidazolides [J].
Nemoto, T ;
Ohshima, T ;
Shibasaki, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (38) :9474-9475
[56]   Catalytic asymmetric epoxidation of enones using La-BINOL-triphenylarsine oxide complex: Structural determination of the asymmetric catalyst [J].
Nemoto, T ;
Ohshima, T ;
Yamaguchi, K ;
Shibasaki, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (12) :2725-2732
[57]   Catalytic asymmetric epoxidation of α,β-unsaturated carboxylic acid imidazolides and amides by lanthanide-BINOL complexes [J].
Ohshima, T ;
Nemoto, T ;
Tosaki, S ;
Kakei, H ;
Gnanadesikan, V ;
Shibasaki, M .
TETRAHEDRON, 2003, 59 (52) :10485-10497
[58]   Enantioselective syntheses of aeruginosin 298-A and its analogues using a catalytic asymmetric phase-transfer reaction and epoxidation [J].
Ohshima, T ;
Gnanadesikan, V ;
Shibuguchi, T ;
Fukuta, Y ;
Nemoto, T ;
Shibasaki, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (37) :11206-11207
[59]   Catalytic activation of nucleophile precursors with metal acetates in alcohol media and applications to enantioselective Michael addition reactions [J].
Ono, Fumiyasu ;
Hasegawa, Masayuki ;
Kanemasa, Shuji ;
Tanaka, Junji .
TETRAHEDRON LETTERS, 2008, 49 (34) :5105-5107
[60]   Catalytic asymmetric Michael reactions of dibenzyl malonate to α,β-unsaturated N-acylpyrroles using a La(O-iPr)3/Ph-linked-BINOL complex [J].
Park, So-Young ;
Morimoto, Hiroyuki ;
Matsunaga, Shigeki ;
Shibasaki, Masakatsu .
TETRAHEDRON LETTERS, 2007, 48 (16) :2815-2818