Journal ArticleDOI
Efficient asymmetric synthesis of alpha-trifluoromethyl-substituted primary amines via nucleophilic 1,2-addition to trifluoroacetaldehyde SAMP- or RAMP-hydrazone.
Dieter Enders,Kazumasa Funabiki +1 more
Reads0
Chats0
TLDR
An efficient asymmetric synthesis of alpha-trifluoromethyl-substituted primary amines via nucleophilic 1,2-addition of alkyllithium reagents to trifluoroacetaldehyde SAMP- or RAMP-hydrazone followed by benzoylation and SmI(2)-promoted nitrogen-nitrogen single bond cleavage is described.About:
This article is published in Organic Letters.The article was published on 2001-04-07. It has received 59 citations till now. The article focuses on the topics: Nucleophile & Enantioselective synthesis.read more
Citations
More filters
Journal ArticleDOI
Asymmetric construction of stereogenic carbon centers featuring a trifluoromethyl group from prochiral trifluoromethylated substrates.
TL;DR: This poster presents a probabilistic analysis of the response of Na6(CO3)(SO4)(SO3) to Na2SO4 using a high-resolution X-ray diffraction analysis for the stationary phase.
Journal ArticleDOI
Indole synthesis by rhodium(III)-catalyzed hydrazine-directed C-H activation: redox-neutral and traceless by N-N bond cleavage.
TL;DR: There is an alternative to the useful Fischer indole synthesis that utilizes the same retrosynthetic disconnection but is based on a Rh(III) -catalyzed directed CH activation step and a successive coupling with alkynes.
Journal ArticleDOI
N,N-dialkylhydrazones in Organic Synthesis. From Simple N,N-dimethylhydrazones to Supported Chiral Auxiliaries
Ryszard Lazny,Aneta Nodzewska +1 more
TL;DR: The well-known properties of the carbonyl group render aldehydes and ketones prominent substrates in both C-C and C-heteroatom bond forming methodologies of organic synthesis.
Journal ArticleDOI
Use of samarium diiodide in the field of asymmetric synthesis
Kovuru Gopalaiah,Henri B. Kagan +1 more
TL;DR: In this paper, a review of the use of samarium diiodide as an electron donor in C-C bond formation in presence of a chiral auxiliary is presented, where only the cases where the chiral enolates are not retained in the final product are considered.
Journal ArticleDOI
Catalytic Asymmetric Synthesis of α,α,α-Trifluoromethylamines by the Copper-Catalyzed Nucleophilic Addition of Diorganozinc Reagents to Imines
TL;DR: A copper-catalyzed asymmetric addition of diorganozinc reagents to N-phosphinoylimines has been developed for the synthesis of chiral α,α,α-trifluoromethylamines.
References
More filters
Journal ArticleDOI
Convenient general method for the preparation of primary alkyllithiums by lithium-iodine exchange
Journal ArticleDOI
Clean and convenient procedure for converting primary alkyl iodides and .alpha.,.omega.-diiodoalkanes into the corresponding alkyllithium derivatives by treatment with tert-butyllithium
Journal ArticleDOI
Some organic reactions promoted by samarium diiodide
TL;DR: In this article, the reaction between aldehydes and allylic or benzylic halides in the presence of samarium diiodide was studied and the reactivities of various nitrogen functional groups (imine, oxime, nitro, azo, cyano) towards SmI2 were also examined.
Journal ArticleDOI
Ligand-mediated addition of organometallic reagents to azomethine functions
TL;DR: In this paper, the authors review the current state of this new field of investigation and present a review of the state-of-the-art work in this field of research.
Related Papers (5)
Trifluoroacetyl-Activated Nitrogen−Nitrogen Bond Cleavage of Hydrazines by Samarium(II) Iodide
Hui Ding,Gregory K. Friestad +1 more
Asymmetric Allylsilane Additions to Enantiopure N-Acylhydrazones with Dual Activation by Fluoride and In(OTf)(3) We thank the National Science Foundation (Vermont EPSCoR) and the University of Vermont for generous support.
Gregory K. Friestad,Hui Ding +1 more