Stereoselective Remote Functionalization via Palladium-Catalyzed Redox-Relay Heck Methodologies

被引:23
|
作者
Bonfield, Holly E. [1 ,2 ]
Valette, Damien [1 ]
Lindsay, David M. [2 ]
Reid, Marc [2 ]
机构
[1] GlaxoSmithKline, Chem Dev, Gunnels Wood Rd, Stevenage SG1 2NY, Herts, England
[2] Univ Strathclyde, Dept Pure & Appl Chem WestCHEM, 295 Cathedral St, Glasgow G1 1XL, Lanark, Scotland
基金
英国工程与自然科学研究理事会;
关键词
asymmetric catalysis; chain walking; Heck reaction; palladium; relay; SUBSTITUTED ALLYLIC ALCOHOLS; CARBON BOND FORMATION; CHAIN-WALKING; ALKENYL ALCOHOLS; ENANTIOSELECTIVE CONSTRUCTION; NONCONJUGATED DIENES; STEREOGENIC CENTERS; PYRIDINE-OXAZOLINE; MATSUDA ARYLATIONS; ACYCLIC OLEFINS;
D O I
10.1002/chem.202002849
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Exploration of novel, three-dimensional chemical space is of growing interest in the drug discovery community and with this comes the challenge for synthetic chemists to devise new stereoselective methods to introduce chirality in a rapid and efficient manner. This Minireview provides a timely summary of the development of palladium-catalyzed asymmetric redox-relay Heck-type processes. These reactions represent an important class of transformation for the selective introduction of remote stereocenters, and have risen to prominence over the past decade. Within this Minireview, the vast scope of these transformations will be showcased, alongside applications to pharmaceutically relevant chiral building blocks and drug substances. To complement this overview, a mechanistic summary and discussion of the current limitations of the transformation are presented, followed by an outlook on future areas of investigation.
引用
收藏
页码:158 / 174
页数:17
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