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#1Xingliang Nie (FZU: Fuzhou University)H-Index: 2
#2Saihu Liao (FZU: Fuzhou University)H-Index: 19
Sulfonyl fluorides have widespread applications in many fields. In particular, the increasing research interest on the study of sulfonyl fluorides in the context of chemical biology and drug discovery in the past decade has raised a high demand for new and efficient methods for the synthesis of sulfonyl fluorides. Even though many synthetic routes have been developed in recent years, the corresponding radical fluorosulfonylation remains elusive. Here, we report our efforts toward to this goal, a...
The rearrangement of allylic imidates is a powerful transformation for the synthesis of allylic amines. Whereas the [3,3]-rearrangement has long been established as the Overman rearrangement, the corresponding [1,3]-rearrangement is rare. Here, we report a novel strategy for the [1,3]-rearrangement of imidates based on the oxidative addition of a palladium(0) catalyst to an allylic imidate. Structurally distinct allylic amides could be synthesized under mild and base-free conditions.
#1Mikael Bols (UCPH: University of Copenhagen)H-Index: 53
Last. Christian Pedersen (UCPH: University of Copenhagen)H-Index: 32
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Silicon has been used in carbohydrate chemistry for half a century, but mostly as a protective group for sugar alcohols. Recently, the use of silicon has expanded to functionalization via C–H activation, conformational arming of glycosyl donors, and conformational alteration of carbohydrates. Silicon has proven useful as more than a protective group and during the last one and a half decades we have demonstrated how it influences both the reactivity of glycosyl donors and stereochemical outcome ...
Herein, we describe a Pd-catalyzed arylation of 1,2-amino alcohols with aryl halides enabled by a retroallylation manifold. This protocol constitutes a new entry point to beta-arylated aldehydes via the intermediacy of in situ generated enamine intermediates. The protocol is characterized by its exquisite regioselectivity profile and broad substrate scope – including challenging substrate combinations –, even in an enantioselective manner
#1Keiji Tanino (Hokkaido University)H-Index: 27
#2Yuki Yukutake (Hokkaido University)H-Index: 1
Last. Takahiro Suzuki (Hokkaido University)H-Index: 32
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Synthetic studies on an ABC-ring model of Tubiferal A, a triterpenoid isolated from the fruit bodies of the Tubifera dimorphotheca myxomycete, are described. The stereogenic centers at the angular positions were constructed through the stereoselective addition of a C-ring allylborane followed by an Eschenmoser–Claisen rearrangement reaction prior to the formation of the AB-ring system by a double intramolecular alkylation reaction of a dichloro nitrile intermediate.
Strained aromatic macrocycles based on cycloparaphenylenes (CPPs) are the shortest repeating units of armchair single-walled carbon nanotubes. Since the development of several new synthetic methodologies for accessing these structures, their properties have been extensively studied. Besides the fundamental interest in these novel molecular scaffolds, their application in the field of materials science is an ongoing topic of research. Most of the reported CPP-type macrocycles display strong bindi...
#1Mai-Jan Tom (Queen's University)H-Index: 2
#2P. Andrew Evans (Queen's University)H-Index: 39
This Account summarizes our recent work on rhodium-catalyzed allylic alkylation reactions with nitrile-stabilized carbanions. null Despite the challenges associated with employing nitrile stabilized nucleophiles in transition-metal-catalyzed reactions, we recently developed both enantiospecific and enantioselective allylic alkylation reactions. null Notably, these novel reactions permit the expedient and selective access to an array of acyclic ternary and quaternary stereogenic centers that are ...
#1Caiwen Wan (CQU: Chongqing University)
#2Jiarong Shi (CQU: Chongqing University)H-Index: 11
Last. Yang Li (CQU: Chongqing University)
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Sulfoxides are important organic synthons and have been used in a variety of transformations. In this account, we focus on the advances of the reaction between sulfoxides and benzyne, which could be divided into two parts: benzyne ortho-difunctionalization and benzyne multifunctionalization.
#1Jia-Le Wang (XMU: Xiamen University)
#2Chun-Xiang Zhuo (XMU: Xiamen University)
The cyclopropanation of alkenes through the transition-metal-catalyzed decomposition of diazo compounds is a powerful and straightforward strategy to produce cyclopropanes. Nevertheless, the appeal of further application of this strategy is tempered by the potentially explosive nature of the diazo substrates. Therefore, it is highly desirable to develop sustainable and operationally safe surrogates for diazo compounds. In this synpacts article, we discuss recent advances on the cyclopropane synt...
#1Xu-Teng LiuH-Index: 2
#2Yue WuH-Index: 47
Last. Qing-Wei Zhang (USTC: University of Science and Technology of China)H-Index: 19
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Addition reaction to alkynes is an efficient strategy for constructing valuable alkenyl compounds. However, the elusive regioselectivity has been a persistent challenge. In the context of hydrophosphination reaction which could afford valuable P-stereogenic phosphines, the control of enantioselectivity as well as regioselectivity were especially tricky. Here, we highlighted our recent work on the nickel catalyzed regio- and enantioselective hydrophosphination of unactivated alkynes with in situ ...
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