A sequential enantioselective, organocatalytic route to chiral 1,2-oxazines and chiral pyridazines

被引：35
作者：
Kumarn, Sirirat [1 ]
Oelke, Alexander J. [1 ]
Shaw, David M. [1 ]
Longbottom, Deborah A. [1 ]
Ley, Steven V. [1 ]
机构：
[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2007年 / 5卷 / 16期
关键词：
D O I：
10.1039/b708646f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A sequential, organocatalysed asymmetric reaction to access chiral 1,2- oxazines and chiral pyridazines is reported, which proceeds in moderate to good yields and good to excellent enantioselectivities.
引用
收藏
页码：2678 / 2689
页数：12
相关论文
共 100 条
[81]   Direct catalytic enantioselective aza-Diels-Alder reactions [J].
Sundén, H ;
Ibrahem, I ;
Eriksson, L ;
Córdova, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (31) :4877-4880
[82]   Organocatalytic enantioselective synthesis of metabotropic glutamate receptor ligands [J].
Suri, JT ;
Steiner, DD ;
Barbas, CF .
ORGANIC LETTERS, 2005, 7 (18) :3885-3888
[83]  
Tietze LF, 2000, MED RES REV, V20, P304, DOI 10.1002/1098-1128(200007)20:4<304::AID-MED3>3.3.CO
[84]  
2-#
[85]   SEQUENTIAL TRANSFORMATIONS IN ORGANIC-CHEMISTRY - A SYNTHETIC STRATEGY WITH A FUTURE [J].
TIETZE, LF ;
BEIFUSS, U .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1993, 32 (02) :131-163
[86]   Domino reactions in organic synthesis [J].
Tietze, LF .
CHEMICAL REVIEWS, 1996, 96 (01) :115-136
[87]   Asymmetric direct aldol reaction assisted by water and a proline-derived tetrazole catalyst [J].
Torii, H ;
Nakadai, M ;
Ishihara, K ;
Saito, S ;
Yamamoto, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (15) :1983-1986
[88]   ATOM ECONOMY - A CHALLENGE FOR ORGANIC-SYNTHESIS - HOMOGENEOUS CATALYSIS LEADS THE WAY [J].
TROST, BM .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (03) :259-281
[89]   Proline-catalysed asymmetric amination of α,α-disubstituted aldehydes:: synthesis of configurationally stable enantioenriched α-aminoaldehydes [J].
Vogt, H ;
Vanderheiden, S ;
Bräse, S .
CHEMICAL COMMUNICATIONS, 2003, (19) :2448-2449
[90]   Development and applications of amino acid derived chiral acylnitroso hetero Diels-Alder reactions [J].
Vogt, PF ;
Miller, MJ .
TETRAHEDRON, 1998, 54 (08) :1317-1348
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