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Palladium-catalyzed γ-selective arylation of zincated Boc-allylamines.钯催化的锌代 Boc-烯丙胺的 γ-选择性芳基化反应。
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Breaking news on the enantioselective intermolecular Heck reaction.手性对映选择性的 Heck 反应的最新消息。
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Nickel-catalyzed Mizoroki-Heck reaction of aryl sulfonates and chlorides with electronically unbiased terminal olefins: high selectivity for branched products.镍催化芳基磺酸盐和氯化物与非电子偏向性末端烯烃的 Mizoroki-Heck 反应：支化产物具有高选择性。
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An olefin isomerization/asymmetric Pictet-Spengler cascade via sequential catalysis of ruthenium alkylidene and chiral phosphoric acid.通过钌亚烷基和手性磷酸的顺序催化实现烯烃异构化/不对称 Pictet-Spengler 级联反应。
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钯催化叔烯丙基胺的区域和立体选择性γ-芳基化反应：高效腺苷酸环化酶抑制剂的鉴定

Palladium-catalyzed regio- and stereoselective γ-arylation of tertiary allylic amines: identification of potent adenylyl cyclase inhibitors.

作者信息

Ye Zhishi, Brust Tarsis F, Watts Val J, Dai Mingji

机构信息

Department of Chemistry and Center for Cancer Research and ‡Department of Medicinal Chemistry & Molecular Pharmacology, Purdue University , West Lafayette, Indiana 47907, United States.

出版信息

Org Lett. 2015 Feb 20;17(4):892-5. doi: 10.1021/ol503748t. Epub 2015 Feb 10.

DOI:10.1021/ol503748t
PMID:25668690
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4692243/
Abstract

Substituted allylic amines and their derivatives are key structural motifs of many drug molecules and natural products. A general, mild, and practical palladium-catalyzed γ-arylation of tertiary allylic amines, one of the most challenging Heck arylation substrates, has been developed. The γ-arylation products were obtained in excellent regio- and stereoselectivity. Moreover, novel and potent adenylyl cyclase inhibitors with the potential for treating neuropathic and inflammatory pain have been identified from the γ-arylation products.

摘要

取代烯丙基胺及其衍生物是许多药物分子和天然产物的关键结构单元。已开发出一种通用、温和且实用的钯催化叔烯丙基胺的γ-芳基化反应，叔烯丙基胺是最具挑战性的Heck芳基化底物之一。γ-芳基化产物具有优异的区域和立体选择性。此外，已从γ-芳基化产物中鉴定出具有治疗神经性和炎性疼痛潜力的新型强效腺苷酸环化酶抑制剂。