Scaffold Diversity from N-Acyliminium Ions

被引:174
作者
Wu, Peng [1 ,2 ,3 ,4 ,5 ,6 ]
Nielsen, Thomas E. [1 ,2 ,7 ]
机构
[1] Tech Univ Denmark, Dept Chem, DK-2800 Kongens Lyngby, Denmark
[2] Univ Copenhagen, Dept Immunol & Microbiol, DK-2200 Copenhagen, Denmark
[3] Broad Inst MIT & Harvard, Ctr Sci Therapeut, Cambridge, MA 02142 USA
[4] Harvard Med Sch, Dept Med, Boston, MA 02115 USA
[5] Brigham & Womens Hosp, Div Renal, Boston, MA 02115 USA
[6] MIT, Dept Chem, Cambridge, MA 02139 USA
[7] Nanyang Technol Univ, Singapore Ctr Environm Life Sci Engn, Singapore 637551, Singapore
关键词
INTRAMOLECULAR SCHMIDT REACTION; DIRECT IMINE ACYLATION; INTERMOLECULAR ADDITION-REACTIONS; ALPHA-AMIDOALKYLATION REACTIONS; QUATERNARY CARBON STEREOCENTER; DYNAMIC KINETIC RESOLUTION; ASYMMETRIC TOTAL-SYNTHESIS; PICTET-SPENGLER REACTIONS; STEREOSELECTIVE-SYNTHESIS; CYCLIZATION REACTIONS;
D O I
10.1021/acs.chemrev.6b00806
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
N-Acyliminium ions are powerful reactive species for the formation of carbon carbon and carbon-heteroatom bonds. Strategies relying on intramolecular reactions of N-acyliminium intermediates, also referred to as N-acyliminium ion cyclization reactions, have been employed for the construction of structurally diverse scaffolds, ranging from simple bicyclic skeletons to complex polycyclic systems and natural-product-like compounds. This review aims to provide an overview of cyclization reactions of N-acyliminium ions derived from various precursors for the assembly of structurally diverse scaffolds, covering the literature over the past 12 years (from 2004 to 2015).
引用
收藏
页码:7811 / 7856
页数:46
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