Total synthesis of (-)-nakadomarin A

被引:57
作者
Kyle, Andrew F. [1 ]
Jakubec, Pavol [1 ]
Cockfield, Dane M. [2 ]
Cleator, Ed [3 ]
Skidmore, John [4 ]
Dixon, Darren J. [1 ]
机构
[1] Univ Oxford, Chem Res Lab, Dept Chem, Oxford OX1 3TA, England
[2] Univ Manchester, Sch Chem, Manchester, Lancs, England
[3] Merck Sharp Dohme Res Labs, Hoddesdon EN11 9BU, Herts, England
[4] GlaxoSmithKline, Neurosci Ctr Excellence Drug Discovery, Harlow CM19 5AW, Essex, England
基金
英国工程与自然科学研究理事会;
关键词
METAL-CARBON BONDS; NAKADOMARIN-A; STEREOSELECTIVE-SYNTHESIS; ALKYNE METATHESIS; TETRACYCLIC CORE; BIFUNCTIONAL ORGANOCATALYSTS; ACETYLENE METATHESIS; FORMAL SYNTHESIS; NITRO-GROUP; COMPLEXES;
D O I
10.1039/c1cc13665h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly diastereoselective bifunctional organocatalyst controlled Michael addition, a nitro-Mannich/lactamization cascade, a furan N-acyliminium cyclisation, a sequential alkyne RCM/syn-reduction and an alkene RCM has allowed a 19 step, highly stereoselective synthesis of (-)-nakadomarin A.
引用
收藏
页码:10037 / 10039
页数:3
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