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61.
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63.
Subban Kathiravan 《合成通讯》2013,43(20):3068-3076
Facile synthesis of a series of naphtho[2,1,b]pyrano pyrrolo thiazoles was accomplished in good yields in a one-pot reaction through intramolecular 1,3-dipolar cycloaddition of cyclic azomethine ylides with Baylis–Hillman adducts as dipolarophiles. The protocol is applicable to a wide variety of photochromic and biologically active napthopyrano products. The regio- and stereochemical outcome of the cycloaddition reaction was ascertained by x-ray crystallographic study of one of the cycloadducts. 相似文献
64.
An original procedure approach taking into account the implementation of parameters determined, using calculations based on density functional theory, for the amidocyano-pyridinium methylide in the MM2 augmented harmonic potential function has been proposed. A good agreement between theoretical force field calculation and X-ray diffraction data has been observed. Thus an empirical force field for cycloimmonium ylides has been established. It provides good quality geometries for cycloimmonium ylide molecules by energy minimization. In this study we proposed a new MM2 augmented atom-type for the ylidic carbon atom. To our knowledge no attempt has been done in this way for such organic systems. Thus, we have shown that parameterization established by the DFT method is able to reproduce or to predict with good accuracy the structures of the cycloimmonium ylide compounds. This study also includes a full conformational analysis. 相似文献
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66.
Stereodivergent [3+2] cycloadditions of chiral α-amino azomethine ylides leading to highly functionalized pyrrolidines are reported. The marriage of substrate conformational preferences and either an inter- or intramolecular cycloaddition manifold leads to either the l (syn) or u (anti) relationship between the pyrrolidine and α-stereocenters. The latter result may be applicable to a new approach to the bioxalomycin family of antibiotics. 相似文献
67.
Maghsoodlou MT Habibi-Khorassani SM Heydari R Hassankhani A Marandi G Nassiri M Mosaddeg E 《Molecular diversity》2007,11(2):87-91
A new one-pot, simple and effective procedure is presented for the preparation of O-containing phosphorus ylides by the Michael
addition reaction of N-methylpyrrole-2-carbaldehydoxime, pyridin-2-carbaldehydoxime or acetophenonoxime with acetylenic esters. 相似文献
68.
Aryne‐Induced Novel Tandem 1,2‐Addition/(3+2) Cycloaddition to Generate Imidazolidines and Pyrrolidines
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Dr. Sharada P. Swain Yi‐Chun Shih Dr. Shwu‐Chen Tsay Joby Jacob Dr. Chun‐Cheng Lin Dr. Kuo Chu Hwang Dr. Jia‐Cherng Horng Prof. Dr. Jih Ru Hwu 《Angewandte Chemie (International ed. in English)》2015,54(34):9926-9930
A new “single‐flask” method was developed for the synthesis of imidazolidines and pyrrolidines with high stereoselectivity. First, a Schiff base was arylated with an aryne. Second, an intramolecular proton transfer took place from the methylene position to the anionic aryne ring. Third, the resultant ylide reacted with a second equivalent of the same Schiff base in situ or an electron‐deficient alkene through a (3+2) cycloaddition. These sequential tandem 1,2‐addition/(3+2) cycloaddition reactions led to the desired heterocycles in 63–88 % yields. 相似文献
69.
Prof. Dr. Ivo Leito Prof. Dr. Ilmar A. Koppel Dr. Ivar Koppel Dr. Karl Kaupmees Sofja Tshepelevitsh Jaan Saame 《Angewandte Chemie (International ed. in English)》2015,54(32):9262-9265
The potential limits of superbasicity achievable with different families of neutral bases by expanding the molecular framework are explored using DFT computations. A number of different core structures of non‐ionic organosuperbases are considered (such as phosphazenes, guanidinophosphazenes, guanidino phosphorus ylides). A simple model for describing the dependence of basicity on the extent of the molecular framework is proposed, validated, and used for quantitatively predicting the ultimate basicities of different compound families and the rates of substituent effect saturation. Some of the considered bases (guanidino phosphorus carbenes) are expected to reach gas‐phase basicity around 370 kcal mol?1, thus being the most basic neutral bases ever reported. Also, the classical substituted alkylphosphazenes were predicted to reach pKa values of around 50 in acetonitrile, which is significantly higher than previously expected. 相似文献
70.
Bitupon Borthakur Prof. Ashwini K. Phukan 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(32):11603-11609
The effect of ylide substitution at the α position to the carbene carbon (Cc) atom on the stability and σ‐donating ability of a number of cyclic carbenes has been studied theoretically. The stabilities of all of the carbenes were investigated from an evaluation of their singlet–triplet energy gaps and stabilization energies. All carbenes were found to have a stable singlet state. The energy of the σ‐symmetric lone‐pair orbital at the Cc atom increases as a result of the introduction of ylide centers near to the Cc atom. This indicates an enhanced σ‐donating ability of the ylide‐containing carbenes. The calculated carbonyl‐stretching frequencies of the corresponding rhodium complexes, proton affinities, and nucleophilicity index values correlate well with the σ basicity of the carbenes. 相似文献