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The easily prepared and recoverable chiral N-sulfonylated fl-amino alcohol 2 in combination with Ti(OPr-i)4 was found to be an effective chiral catalyst for the enantioselective addition of alkynylzinc to ketones, which gave the useful products, i.e. chiral tertiary propargyl alcohols, with the ee up to 92%. 相似文献
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Ruirui Xu Kun Wang Haoying Liu Prof. Dr. Weijun Tang Dr. Huaming Sun Prof. Dr. Dong Xue Prof. Dr. Jianliang Xiao Prof. Dr. Chao Wang 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2020,132(49):22143-22148
A ruthenium-catalyzed formal anti-Markovnikov hydroamination of allylic alcohols for the synthesis of chiral γ-amino alcohols is presented. Proceeding via an asymmetric hydrogen-borrowing process, the catalysis allows racemic secondary allylic alcohols to react with various amines, affording enantiomerically enriched chiral γ-amino alcohols with broad substrate scope and excellent enantioselectivities (68 examples, up to >99 % ee). 相似文献
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探讨R-3-奎宁醇的合成工艺。通过手性合成的方法,以3-奎宁酮盐酸盐为原料,经CBS催化剂催化还原得R-3-奎宁醇。收率可达到92%以上,ee值可达98%以上。该合成路线操作步骤简单、收率高,具有工业应用价值。 相似文献
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Zhi Guo Qiao Tian Hua Shen Zhen Fang Fu Jun Qi Li Hong Wang Qing Bao Song 《中国化学快报》2011,22(11):1265-1268
A series of C2-symmetric and asymmetric chiral thiourea derivatives were synthesized from commercial L-phenylalanine.All of the new compounds have been fully characterized by IR,1H NMR,13C NMR,MS spectra and elemental analyses.The chiral thioureas were used as chiral ligands in the catalytic enantioselective ethylation of aldehydes with diethylzinc,the corresponding sec-alcohols were gained with excellent enantioselectivities(up to 87.1%ee) and high yields(up to 76.7%) after the conditions were optimized. 相似文献
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A readily available β-sulfonamide alcohol-titanium complex was found to be effective on promoting the asymmetric addition reaction of an alkynylzinc reagent to unactivated simple ketones under very mild conditions. And the corresponding chiral tertiary propargylic alcohols were obtained with enantiomeric excesses of up to 86%, which provided a simple, practical and inexpensive method to generate chiral tertiary propargylic alcohols. 相似文献
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(S)-(1-Benzylpyrrolidin-2-yl)diphenylmethanol and cinchonine were evaluated as promotors in the asymmetricadditions of phenylacetylene to ketones,in order to prepare chiral propargylic alcohols.Good yields(up to 89%)and moderate enantioselectivities(up to 77.9% ee)were achieved.Addition of Ti(OPr-i)_4 can significantly improvethe enantioselectivity of the reaction. 相似文献
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The saccharide‐based chiral bifunctional thiourea‐phosphines were developed as chiral organocatalysts for the intramolecular Morita‐Baylis‐Hillman reaction of ω‐formyl‐enones. With only 2 mol% of thiourea‐phosphine catalyst 3c , chiral functionalized cyclohexenes were achieved under mild reaction conditions with excellent yields and enantioselectivities. 相似文献
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LIU Lixin ZHENG Yongsheng HU Xiaoyan LIAN Chunxia YUAN Weicheng ZHANG Xiaomei 《高等学校化学研究》2014,30(2):235-241
A chiral Lewis base organocatalyzed enantioselective hydrosilylation ofa-keto ketimines was investigated.The reactions afforded various enantioenriched a-amino ketones with good yields(up to 95%) in moderate to good enantioselectivities(up to 98% e.e.).Furthermore,one of the products was reduced to a chiral 1,2-amino alcohol.Following cyclization of it with triphosgene generated a cannabinoid receptor 1 (CB 1) inhibitor with good diastereoselectivity. 相似文献
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用手性配体改性铝锂试剂对芳香酮的还原 总被引:1,自引:0,他引:1
用手性一元酮作辅助配体,与1,2,5,6-二丙酮甘iAlh5对芳香酮进行对映选择 的,得到光学活性产物8个。通过与α-乙酰氧基-L-丙酰氯生成非对映异构体酯,经气相色谱分析,芳酮挑学产率为23.3 ̄71.2%。初步探讨了配体之间对称性匹配的情况。 相似文献
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Natsuhisa Oka 《Journal of organometallic chemistry》2009,694(14):2171-9237
Optically pure 1,3,2-oxazasilolidine derivatives were synthesized from a chiral 1,2-amino alcohol. These heterocyclic compounds containing a stereogenic silicon atom produced tertiary silanes with excellent optical purity through successive reactions with Grignard reagents and diisobutylaluminum hydride. Stereochemical course of the reactions of the oxazasilolidine at the chiral silicon atom was elucidated based on the absolute configurations of the products and the substrate which were determined by chiral HPLC and X-ray crystallographic analyses. 相似文献
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手性配体催化二烷基锌—羰基不对称加成制光活性醇的反应 总被引:2,自引:0,他引:2
关于手性配体催化二烷基锌一羰基的不对称加成生成光活性醇的反应,从催化剂、不对称催化机理与自催化过程、手性放大等方面进行了概述,参考文献50篇。 相似文献
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对甲基苯胺经甲基化、甲酰化得到5,N,N-三甲基-2-氨基苯甲醛;对L-亮氨酸经酯化、格氏反应得到二齿手性氨基醇.二齿手性氨基醇与上述醛经缩合、还原反应,得到三齿手性氨基醇.产物结构经IR,MS和1H NMR等进行了表征;通过改变主客体的浓度及手性羧酸的纯度,运用1H NMR分别考察了主体二齿手性氨基醇、三齿手性氨基醇对客体布洛芬和扁桃酸对映异构体的手性识别能力.结果表明:当主客体物质的量之比为1:1时,三齿手性氨基醇对布洛芬消旋体的a位甲基质子及扁桃酸消旋体的a位质子分别产生11.2和9.2 Hz的化学位移差值. 相似文献
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Hideki Sugimoto 《Tetrahedron letters》2006,47(8):1337-1340
The reaction of 1-[(2,4,6-triisopropylphenyl)sulfinyl]-2-naphthaldehyde with (trifluoromethyl)trimethylsilane using tetramethylammonium fluoride gave trifluoromethylated compounds in high yield with high diastereoselectivity. Desilylation and subsequent recrystallization yielded the enantiomerically and diastereomerically pure trifluoroethanol, which afforded chiral 1-(2-naphthyl)-2,2,2-trifluoroethanol after removal of the sulfinyl group. 相似文献
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Lacie C. Hirayama 《Tetrahedron letters》2005,46(13):2315-2318
We report a general method for the indium-mediated Barbier-type enantioselective allylation of both aromatic and aliphatic aldehydes using commercially available (1S,2R)-(+)-2-amino-1,2-diphenylethanol as a chiral auxiliary. Using only two equivalents of allyl bromide, excellent yields and very good to excellent enantioselectivities are obtained. To our knowledge, the enantioselectivities reported herein are the highest obtained for indium-promoted allylations of carbonyl compounds. 相似文献