Fast Synthesis of Complex Enantiopure Heterocyclic Scaffolds by a Tandem Sequence of Simple Transformations on α-Hydroxyaldehydes

被引:27
作者
Cannillo, Alexandre [1 ]
Norsikian, Stephanie [1 ]
Retailleau, Pascal [1 ]
Dau, Marie-Elise Tran Huu [1 ]
Iorga, Bogdan I. [1 ]
Beau, Jean-Marie [1 ,2 ,3 ]
机构
[1] CNRS, Inst Chim Subst Nat, UPR 2301, Ctr Rech Gif, F-91198 Gif Sur Yvette, France
[2] Univ Paris 11, F-91405 Orsay, France
[3] CNRS, Inst Chim Mol & Mat Orsay, Lab Synth Biomol, F-91405 Orsay, France
关键词
borono Mannich; carbohydrates; cross metathesis; Diels-Alder reactions; tandem reaction; BORONO-MANNICH REACTION; ASYMMETRIC-SYNTHESIS; ORGANOBORONIC ACIDS; ORGANIC-SYNTHESIS; CONCISE SYNTHESIS; DOMINO REACTIONS; FORMAL SYNTHESIS; DIELS; ALCOHOLS; AMINES;
D O I
10.1002/chem.201301712
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two tandems are faster than one! Properly sequenced reactions initiated by the Petasis aminoalcohol synthesis from boronic acids, diallylamine, and α-hydroxyaldehydes, including free aldoses, leads to rapid construction of complex enantiopure structures (see scheme). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:9127 / 9131
页数:5
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