The tert-Butylsulfinamide Lynchpin in Transition-Metal-Mediated Multiscaffold Library Synthesis

被引:45
作者
Bauer, Renato A. [1 ]
DiBlasi, Christine M. [2 ]
Tan, Derek S. [1 ,2 ]
机构
[1] Mem Sloan Kettering Canc Ctr, Triinst Training Program Chem Biol, New York, NY 10065 USA
[2] Mem Sloan Kettering Canc Ctr, Mol Pharmacol & Chem Program, New York, NY 10065 USA
关键词
CATALYZED ASYMMETRIC HYDROGENATION; DIVERSITY-ORIENTED SYNTHESIS; SKELETAL DIVERSITY; 2+2+2 CYCLOADDITION; ARYLBORONIC ACIDS; SMALL MOLECULES; IMINE LIGANDS; REAGENTS; STRATEGY; SULFINIMINES;
D O I
10.1021/ol100574y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A unified synthetic approach to diverse polycyclic scaffolds has been developed using transition-metal-mediated cycloaddition and cyclization reactions of enynes and diynes. The tert-butylsulfinamide group has been identified as a particularly versatile lynchpin in these reactions, with a reactivity profile uniquely suited for efficient, stereoselective substrate synthesis and downstream transformations. This approach provides 10 distinct, functionalized scaffold classes related to common core structures in alkaloid and terpenoid natural products.
引用
收藏
页码:2084 / 2087
页数:4
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