A charge transfer complex(CTC)-enabled photoreduction of ether phosphonium salts for the generation of oxyalkyl radicals was described.The photoreduction provides a convenient method to achieve selective oxyalkylation...A charge transfer complex(CTC)-enabled photoreduction of ether phosphonium salts for the generation of oxyalkyl radicals was described.The photoreduction provides a convenient method to achieve selective oxyalkylation of enamides with broad substrate scope.The method features operational simplicity,mild and inherent green conditions.展开更多
Disclosed herein is an efficient Ag-catalyzed 4+1 heteroannulation reaction of enamides withα-carbonyl sulfoxonium ylides.The diastereoselective transformation provides a practical access to a diverse range of multi-...Disclosed herein is an efficient Ag-catalyzed 4+1 heteroannulation reaction of enamides withα-carbonyl sulfoxonium ylides.The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives.The synthetic utility of the resultant tetrasubstituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance.展开更多
A simple and convenient copper-catalyzed direct oxyphosphorylation of enamides with P(O)-H compounds and dioxygen has been developed under mild conditions. This methodology can allow the synthesis of a series of val...A simple and convenient copper-catalyzed direct oxyphosphorylation of enamides with P(O)-H compounds and dioxygen has been developed under mild conditions. This methodology can allow the synthesis of a series of valuable β-ketophosphine oxides β-ketophosphonates in moderate to good yields with a broad substrate scope simply by using readily-available starting materials.展开更多
Chiral monodentate phosphoramidite ligands were conveniently prepared from 1,1'-bi-2-naphthol (BINOL) and (S)-pyrrolidine in good yields, which were effective chiral ligands in the enantioselective rhodium-cataly...Chiral monodentate phosphoramidite ligands were conveniently prepared from 1,1'-bi-2-naphthol (BINOL) and (S)-pyrrolidine in good yields, which were effective chiral ligands in the enantioselective rhodium-catalyzed hydrogenation of dehydroamino esters and enamides at low hydrogenation pressure. High conversion rate (up to 99% for dehydroamino esters and enamides) and good enantioselectivity (up to 96.3% ee for dehy- droamino esters and 91.7% ee for enamides) were obtained.展开更多
A catalytic,enantioselective spirocyclization of formanilides or formylindolines and enamides has been developed herein.The reaction proceeds through a sequential iridium-catalyzed hydrosilylation of tertiary formanil...A catalytic,enantioselective spirocyclization of formanilides or formylindolines and enamides has been developed herein.The reaction proceeds through a sequential iridium-catalyzed hydrosilylation of tertiary formanilides and a chiral phosphoric acid-catalyzed formal cycloaddition of exocyclic enamides,thus providing straightforward access to a diverse array of enantioenriched azaspirocycles under mild conditions.展开更多
The trans-hydroboration of alkyne represents a challenging task in organic synthesis.Reported herein is an Et2 Zn promotedβ-trans hydroboration of ynamides by using N-heterocyclic carbene(NHC)-ligated borane as boryl...The trans-hydroboration of alkyne represents a challenging task in organic synthesis.Reported herein is an Et2 Zn promotedβ-trans hydroboration of ynamides by using N-heterocyclic carbene(NHC)-ligated borane as boryl source.The reaction leads to a stereoselective construction of enamides bearing a valuable boryl substituent.Both aromatic and aliphatic ynamides were applicable to the reaction.Synthetic transformation of the C-B bond in the product via Suzuki-Miyaura coupling provides a simple and stereospecific route to multi-substituted enamides.Mechanistic studies were conducted and the possible mechanism was discussed.展开更多
基金supported by the National Natural Science Foundation of China(No.22001248)the Fundamental Research Funds for the Central Universities and University of Chinese Academy of Sciences.
文摘A charge transfer complex(CTC)-enabled photoreduction of ether phosphonium salts for the generation of oxyalkyl radicals was described.The photoreduction provides a convenient method to achieve selective oxyalkylation of enamides with broad substrate scope.The method features operational simplicity,mild and inherent green conditions.
基金the National Natural Science Foundation of China(No.21702106)the Natural Science Foundation of Jiangsu Province(No.BK20170967)the Start-up Grant from Nanjing Tech University(No.39839101)for financial support。
文摘Disclosed herein is an efficient Ag-catalyzed 4+1 heteroannulation reaction of enamides withα-carbonyl sulfoxonium ylides.The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives.The synthetic utility of the resultant tetrasubstituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance.
基金We gratefully acknowledge financial support from the National Natural Science Foundation of China (Nos. 21572217, 21402184, 21172213, and 21302109).
文摘A simple and convenient copper-catalyzed direct oxyphosphorylation of enamides with P(O)-H compounds and dioxygen has been developed under mild conditions. This methodology can allow the synthesis of a series of valuable β-ketophosphine oxides β-ketophosphonates in moderate to good yields with a broad substrate scope simply by using readily-available starting materials.
基金Supported by the National Natural Science Foundation of China (20572101)
文摘Chiral monodentate phosphoramidite ligands were conveniently prepared from 1,1'-bi-2-naphthol (BINOL) and (S)-pyrrolidine in good yields, which were effective chiral ligands in the enantioselective rhodium-catalyzed hydrogenation of dehydroamino esters and enamides at low hydrogenation pressure. High conversion rate (up to 99% for dehydroamino esters and enamides) and good enantioselectivity (up to 96.3% ee for dehy- droamino esters and 91.7% ee for enamides) were obtained.
基金the National Natural Science Foundation of China(grant nos.21971204 and 21622203)the Innovation Capability Support Program of Shaanxi Province(grant no.2020TD-022).
文摘A catalytic,enantioselective spirocyclization of formanilides or formylindolines and enamides has been developed herein.The reaction proceeds through a sequential iridium-catalyzed hydrosilylation of tertiary formanilides and a chiral phosphoric acid-catalyzed formal cycloaddition of exocyclic enamides,thus providing straightforward access to a diverse array of enantioenriched azaspirocycles under mild conditions.
基金Financial supports from the Key Project of Chinese National Programs for Fundamental Research and Development(No.2016YFA0602900)the Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program(No.2017BT01Y093)+1 种基金the Natural Science Foundation of China(No.81873071)the Pearl River S&T Nova Program of Guangzhou(No.201906010059)are gratefully acknowledged。
文摘The trans-hydroboration of alkyne represents a challenging task in organic synthesis.Reported herein is an Et2 Zn promotedβ-trans hydroboration of ynamides by using N-heterocyclic carbene(NHC)-ligated borane as boryl source.The reaction leads to a stereoselective construction of enamides bearing a valuable boryl substituent.Both aromatic and aliphatic ynamides were applicable to the reaction.Synthetic transformation of the C-B bond in the product via Suzuki-Miyaura coupling provides a simple and stereospecific route to multi-substituted enamides.Mechanistic studies were conducted and the possible mechanism was discussed.