Selected Topics in the Syntheses of Bicyclo[1.1.1]Pentane (BCP) Analogues

被引:87
作者
Ma, Xiaoshen [1 ]
Luu Nhat Pham [1 ]
机构
[1] Merck & Co Inc, Dept Discovery Chem, 33 Ave Louis Pasteur, Boston, MA 02215 USA
关键词
bicyclo[1; 1; 1]pentane; BCP; building blocks; polycycles; synthetic methods; BRIDGEHEAD-SUBSTITUTED POLYCYCLOALKANES; HOMOLYTIC AROMATIC ALKYLATION; TINKERTOY CONSTRUCTION SET; BIOLOGICAL EVALUATION; RING-SYSTEM; ELECTROCHEMICAL PREPARATION; VIBRATIONAL-SPECTRUM; CHEMICAL-SHIFTS; NMR ANALYSIS; ROUTE;
D O I
10.1002/ajoc.201900589
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This Minireview focuses on selected topics in the syntheses of bicyclo[1.1.1]pentane (BCP) analogues. A brief historical introduction was included. The content covers various synthetic routes of 1-substituted and 1,3-disubstituted BCPs. Selective examples of synthetically useful building blocks are summarized for each category for synthetic organic chemists' and medicinal chemists' reference. A compare-and-contrast analysis is also applied to evaluate these routes and to demonstrate the progress of strategic functional group transformations using modern organic methodologies. By systematically analyzing the synthetic strategies to access these strained molecules, we also hope that this Minireview will provide inspirations for future developments in this area.
引用
收藏
页码:8 / 22
页数:15
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