155791-58-5Relevant academic research and scientific papers
β-Stannyl Allylic Alcohols through Photooxygenation (Schenck Reaction) of Vinylstannanes and Reduction of the Resulting Allylic Hydroperoxides: Synthesis and Selected Transformations
Adam, Waldemar,Klug, Peter
, p. 2695 - 2699 (1994)
β-Stannyl allylic alcohols 2 were prepared regioselectively by photooxygenation (Schenck reaction) of the vinylstannanes 1 and subsequent reductionn of the resulting allylic hydroperoxides by sodium borohydride.This novel methodology makes the hitherto un
The dehydro Diels-Alder (DDA) reaction based approach to isofuranonaphthalenone, nodulones A-C and xestolactone A
Chinta, Bhavani Shankar,Siraswar, Akshay,Baire, Beeraiah
, p. 4178 - 4185 (2017)
An efficient and convenient synthesis of advanced (highly functionalized) tricyclic frame works present in the isofuranonaphthalenone, nodulones A-C and xestolactone A natural products has been achieved. The dehydro Diels-Alder reaction was employed as th
Synthesis of fused 1,2-naphthoquinones with cytotoxic activity using a one-pot three-step reaction
Nechaev, Anton A.,Jagtap, Pratap R.,Ba?íková, Ema,Neumannová, Johana,Císa?ová, Ivana,Matou?ová, Eli?ka
, p. 3434 - 3440 (2021/05/03)
A method for the synthesis of fused 1,2-naphthoquinones, as analogues of biologically active natural terpene quinones, is described. The intermediate polycyclic naphthalenes were prepared by a one-pot palladium-catalysed process from simple alkynes, one o
Total Synthesis of (-)-Daphnezomines A and B
Li, Chao,Li, Luyang,Lu, Yunan,Wu, Jinbao,Xu, Guangpeng
supporting information, p. 15240 - 15245 (2020/10/20)
Daphnezomines A and B are structurally unusual Daphniphyllum alkaloids that contain a unique aza-adamantane core skeleton. Herein, a modular approach to these alkaloids is presented that exploits a diverse array of reaction strategies. Commencing from a chiral pool terpene-(S)-carvone, the azabicyclo[3.3.1]nonane backbone, which occurs widely in Daphniphyllum alkaloids, was easily accessed through a Sharpless allylic amination and a palladium-catalyzed oxidative cyclization. A protecting group enabled a stereoselective B-alkyl Suzuki-Miyaura coupling sequence and an Fe-mediated hydrogen atom transfer (HAT)-based radical cyclization were then applied to construct C6 and C8 stereocenters. A final epimer locking strategy enabled the assembly of the highly congested aza-adamantane core, thereby achieving the first total synthesis of (-)-daphnezomines A and B in 14 steps.
Enantioselective Copper Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution
Liu, En-Chih,Topczewski, Joseph J.
, p. 5135 - 5138 (2019/03/29)
The copper(I) catalyzed alkyne-azide cycloaddition (CuAAC), a click reaction, is one of the most powerful catalytic reactions developed during the last two decades. Conducting CuAAC enantioselectively would add a third dimension to this reaction and would
Palladium-Catalyzed Asymmetric Allylic Fluoroalkylation/Trifluoromethylation
Trost, Barry M.,Gholami, Hadi,Zell, Daniel
supporting information, p. 11446 - 11451 (2019/08/20)
The first palladium-catalyzed asymmetric allylic trifluoromethylation is disclosed. The methodology evokes a fundamental principle by which the synergistic interplay of a leaving group and its subsequent activation of the nucleophilic trifluoromethyl grou
Extrapolation of the gold-catalyzed cycloisomerization to the palladium-catalyzed cross-coupling/cycloisomerization of acetylenic alcohols for the synthesis of polysubstituted furans: Scope and application to tandem processes
Praveen, Chandrasekar,Perumal, Paramasivan T.
, p. 288 - 299 (2016/02/23)
This paper describes the development of an integrated approach for the preparation of diverse furan derivatives from acetylenic alcohols by gold and palladium catalyzed π-activation chemistry. Notably, this new method was found to be amenable to cycloocty
Palladium-catalyzed intramolecular reductive cross-coupling of Csp 2-Csp3 bond formation
Liu, Hui,Wei, Jianpeng,Qiao, Zongjun,Fu, Yana,Jiang, Xuefeng
, p. 8308 - 8313 (2014/07/08)
A Pd-catalyzed efficient reductive cross-coupling reaction without metallic reductant to construct a Csp2-Csp3 bond has been reported. A PdIV complex was proposed to be a key intermediate, which subsequently went through d
Overcoming equilibrium issues with carbonyl reductase enzymes
Calvin, Susan J.,Mangan, David,Miskelly, Iain,Moody, Thomas S.,Stevenson, Paul J.
, p. 82 - 86 (2012/05/31)
We report herein the screening, optimisation and scale up to 100 g of a bioreduction process that employs an in situ product removal (ISPR) technique to overcome the inherent equilibrium problem associated with the coupled-substrate approach to biocatalyt
Unusual Au(III)-catalyzed dimerization of benzoxazol-2-yloxy enynes: Formation of substituted 1,5-cyclooctadienes
Huang, Xiaogen,Zhang, Liming
supporting information; experimental part, p. 520 - 523 (2009/06/05)
Symmetric 1,5-cyclooctadienes were formed via Au-catalyzed dimerization of benzoxazol-2-yloxy enynes, involving double nucleophilic attacks of alkenylgolds toward allylic cations.
