Scale-Up of Flow-Assisted Synthesis of C2-Symmetric Chiral PyBox Ligands

被引：13

作者：

Battilocchio, Claudio ^{[2
,3
]}

Baumann, Marcus ^{[2
]}

Baxendale, Ian R. ^{[2
]}

Biava, Mariangela ^{[3
]}

Kitching, Matthew O. ^{[2
]}

Ley, Steven V. ^{[2
]}

Martin, Rainer E. ^{[1
]}

Ohnmacht, Stephan A. ^{[1
]}

Tappin, Nicholas D. C. ^{[2
]}

机构：

[1] F Hoffmann La Roche Ltd, Div Pharmaceut, Chem Technol & Innovat, CH-4070 Basel, Switzerland

[2] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England

[3] Univ Roma La Sapienza, Dept Pharmaceut Chem & Technol, Rome, Italy

来源：

SYNTHESIS-STUTTGART | 2012年 / 44卷 / 04期

基金：

英国工程与自然科学研究理事会;

关键词：

ligands; macrocycles; flow chemistry; solid-supported reagent; asymmetric synthesis; scale up; POLYUREA-ENCAPSULATED PALLADIUM; POLYMER-SUPPORTED REAGENTS; ORGANIC-SYNTHESIS; CATALYSTS; EFFICIENT; PYRIDINE-BIS(OXAZOLINE); SCAVENGERS; CHEMISTRY; IMMOBILIZATION; PARALLEL;

D O I：

10.1055/s-0031-1289676

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of PyBox ligands were prepared from commercially available chelidonic acid by a multistep flow sequence using mesoreactor technology. A chloro group introduced onto the ligand scaffold was subsequently exploited to give amine derivatives ready for immobilization through microencapsulation technologies.

引用

页码：635 / 647

页数：13

共 50 条

[21] Molybdenum complexes of chiral C2-symmetric picchxn-type ligands: Synthesis, characterization, and structural studies
Bennov, Rachel R.
Berko, David A.
Burgess, Samantha A.
DiMeglio, John L.
Kalman, Steven E.
Ludlum, Jeffrey M.
Nash, Bradley W.
Palomaki, Peter K. B.
Perlow, Daniel B.
Rubin, Jacob A.
Saunders, Janet E.
Scarselletta, Sarah V.
Kastner, Margaret E.
Pike, Robert D.
Sabat, Michal
Keane, Joseph M.
INORGANICA CHIMICA ACTA, 2015, 438 : 64 - 75
[22] Synthesis of novel C2-symmetric chiral bis(oxazoline) ligands and their application in the enantioselective addition of diethylzinc to aldehydes
Fu, B
Du, DM
Wang, JB
TETRAHEDRON-ASYMMETRY, 2004, 15 (01) : 119 - 126
[23] Chiral C2-symmetric 2,4-disubstituted azetidines as chiral ligands in the addition of diethylzinc to aldehydes
Shi, M
Jiang, JK
TETRAHEDRON-ASYMMETRY, 1999, 10 (09) : 1673 - 1679
[24] Enantioselective addition of diethylzinc to aldehydes with novel chiral C2-symmetric dimeric ligands
Okaniwa, M
Yanada, R
Ibuka, T
TETRAHEDRON LETTERS, 2000, 41 (07) : 1047 - 1050
[25] New C2-symmetric chiral disulfide ligands derived from (R)-cysteine
Braga, AL
Appelt, HR
Schneider, PH
Rodrigues, OED
Silveira, CC
Wessjohann, LA
TETRAHEDRON, 2001, 57 (16) : 3291 - 3295
[26] Novel C2-symmetric chiral oxazolinyl biaryl ligands bearing a hydroxyl group
Imai, Y
Matsuo, S
Zhang, WB
Nakatsuji, Y
Ikeda, I
SYNLETT, 2000, (02) : 239 - 241
[27] Update 1 of: C2-Symmetric Chiral Bis(oxazoline) Ligands in Asymmetric Catalysis
Desimoni, Giovanni
Faita, Giuseppe
Jorgensen, Karl Anker
CHEMICAL REVIEWS, 2011, 111 : PR284 - PR437
[28] A comparative study of the synthesis of C2-symmetric chiral 2,2′-biaziridinyls
Kanger, T
Ausmees, K
Müürisepp, AM
Pehk, T
Lopp, M
SYNLETT, 2003, (07) : 1055 - 1057
[29] C-H Functionalization -Approach for the Synthesis.of 'Chiral* C2-Symmetric 1,5-Cyclooctadiene Ligands
Zhang, Bowen
Hollerbach, Michael R.
Blakey, Simon B.
Davies, Huw M. L.
ORGANIC LETTERS, 2019, 21 (24) : 9864 - 9868
[30] Synthesis and structure of a new type of C2-symmetric chiral crown ether
Muraoka, M
Ueda, A
Zhang, WB
Kida, T
Nakatsuji, Y
Ikeda, I
Kanehisa, N
Kai, Y
TETRAHEDRON LETTERS, 1998, 39 (51) : 9493 - 9496

← 1 2 3 4 5 →