Tandem β-elimination Morita-Baylis-Hillman reaction in α,β-unsaturated sugar aldehydes

被引：8
作者：
Areces, P [1 ]
Carrasco, E
Mancha, A
Plumet, J
机构：
[1] Univ Extremadura, Fac Ciencias, Dept Quim Organ, Badajoz 06071, Spain
[2] Univ Complutense, Fac Quim, Dept Quim Organ, E-28040 Madrid, Spain
来源：
SYNTHESIS-STUTTGART | 2006年 / 6卷 / 06期
关键词：
DABCO; functionalized dienes; Morita-Baylis-Hillman reaction; unsaturated sugar aldehydes;
D O I：
10.1055/s-2006-926366
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first Morita-Baylis-Hilman reaction of a 1-formylbutadiene derivative is reported. In addition, a convenient synthesis of 2-acetoxy-4-formylbutadiene derivatives starting from easily available D-galactal and D-arabinal is also described.
引用
收藏
页码：946 / 948
页数：3
相关论文
共 22 条
[1]   Recent advances in the Baylis-Hillman reaction and applications [J].
Basavaiah, D ;
Rao, AJ ;
Satyanarayana, T .
CHEMICAL REVIEWS, 2003, 103 (03) :811-891
[2]  
Corey EJ, 2002, ANGEW CHEM INT EDIT, V41, P1650, DOI 10.1002/1521-3773(20020517)41:10<1650::AID-ANIE1650>3.0.CO
[3]  
2-B
[4]   Stoichiometric applications of acyclic π-organoiron complexes to organic synthesis [J].
Donaldson, WA .
CURRENT ORGANIC CHEMISTRY, 2000, 4 (08) :837-868
[5]   CATALYSIS BY MERCURIC ION OF REACTIONS OF GLYCALS WITH WATER [J].
GONZALEZ, F ;
LESAGE, S ;
PERLIN, AS .
CARBOHYDRATE RESEARCH, 1975, 42 (02) :267-274
[6]   ACYCLIC BUTADIENE IRON TRICARBONYL COMPLEXES IN ORGANIC-SYNTHESIS [J].
GREE, R .
SYNTHESIS-STUTTGART, 1989, (05) :341-355
[7]   Diazabicyclo[2.2.2]octane - DABCO [J].
Kannan, V .
SYNLETT, 2004, (06) :1120-1121
[8]   Synthesis of cyclic compounds from the Baylis-Hillman adducts [J].
Kim, JN ;
Lee, KY .
CURRENT ORGANIC CHEMISTRY, 2002, 6 (07) :627-645
[9]   Recent applications of tricarbonyliron-diene complexes to organic synthesis [J].
Knölker, HJ ;
Braier, A ;
Bröcher, DJ ;
Cämmerer, S ;
Fröhner, W ;
Gonser, P ;
Hermann, H ;
Herzberg, D ;
Reddy, KR ;
Rohde, G .
PURE AND APPLIED CHEMISTRY, 2001, 73 (07) :1075-1086
[10]   The use of acetylenic aldehydes in Baylis-Hillman reactions: synthesis of versatile allyl propargyl alcohols [J].
Krishna, PR ;
Sekhar, ER ;
Kannan, V .
TETRAHEDRON LETTERS, 2003, 44 (27) :4973-4975
123