Iterative approach to polyketide-type structures: stereoselective synthesis of 1,3-polyols utilizing the catalytic asymmetric Overman esterification

被引:42
作者
Binder, Joerg T. [1 ]
Kirsch, Stefan F. [1 ]
机构
[1] Tech Univ Munich, Dept Chem, D-85747 Garching, Germany
关键词
D O I
10.1039/b708248g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An iterative systematic approach to the 1,3-polyol motif has been developed to provide access to all possible stereoisomers by utilizing the catalytic asymmetric Overman esterification for the construction of all stereogenic centres.
引用
收藏
页码:4164 / 4166
页数:3
相关论文
共 49 条
[1]  
Anderson CE, 2007, ORG SYNTH, V84, P148, DOI 10.15227/orgsyn.084.0148
[2]   Z-selective Horner-Wadsworth-Emmons reaction of α-substituted ethyl (diarylphosphono)acetates with aldehydes [J].
Ando, K .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (23) :8411-8416
[3]   Synthesis of 2,6-dideoxysugars via ring-closing olefinic metathesis [J].
Andreana, PR ;
McLellan, JS ;
Chen, YC ;
Wang, PG .
ORGANIC LETTERS, 2002, 4 (22) :3875-3878
[4]   Bidirectional asymmetric allylboration.: A convenient asymmetric synthesis of C2-symmetric 3-methylenepentane-1,5-diols and rapid access to C2-symmetric spiroketals [J].
Barrett, AGM ;
Braddock, DC ;
de Koning, PD ;
White, AJP ;
Williams, DJ .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (02) :375-380
[5]  
Bode JW, 2001, ANGEW CHEM INT EDIT, V40, P2082, DOI 10.1002/1521-3773(20010601)40:11<2082::AID-ANIE2082>3.0.CO
[6]  
2-1
[7]  
BODE SE, 1998, ANGEW CHEM INT EDIT, V37, P1375
[8]   Synthetic approaches to α,β-unsaturated δ-lactones and lactols [J].
Boucard, Valerie ;
Broustal, Garance ;
Campagne, Jean Marc .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (02) :225-236
[9]   Total synthesis of (+)-strictifolione [J].
BouzBouz, S ;
Cossy, J .
ORGANIC LETTERS, 2003, 5 (11) :1995-1997
[10]   Enantioselective synthesis of syn- and anti-1,3-diols via allyltitanation of unprotected β-hydroxyaldehydes [J].
BouzBouz, S ;
Cossy, J .
ORGANIC LETTERS, 2000, 2 (04) :501-504