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排序方式: 共有178条查询结果,搜索用时 31 毫秒
1.
Eliezer Ortiz Madeline M. Evarts Zachary H. Strong Jonathan Z. Shezaf Prof. Michael J. Krische 《Angewandte Chemie (International ed. in English)》2023,62(23):e202303345
The first metal-catalyzed oxidative alkynylations of primary alcohols or aldehydes to form α,β-acetylenic ketones (ynones) are described. Deuterium labelling studies corroborate a novel reaction mechanism in which alkyne hydroruthenation forms a transient vinylruthenium complex that deprotonates the terminal alkyne to form the active alkynylruthenium nucleophile. 相似文献
2.
Catalytic Enantioselective CH Functionalization of Alcohols by Redox‐Triggered Carbonyl Addition: Borrowing Hydrogen,Returning Carbon 下载免费PDF全文
John M. Ketcham Inji Shin T. Patrick Montgomery Prof. Michael J. Krische 《Angewandte Chemie (International ed. in English)》2014,53(35):9142-9150
The use of alcohols and unsaturated reactants for the redox‐triggered generation of nucleophile–electrophile pairs represents a broad, new approach to carbonyl addition chemistry. Discrete redox manipulations that are often required for the generation of carbonyl electrophiles and premetalated carbon‐centered nucleophiles are thus avoided. Based on this concept, a broad, new family of enantioselective C? C coupling reactions that are catalyzed by iridium or ruthenium complexes have been developed, which are summarized in this Minireview. 相似文献
3.
Hydrogenation of π-unsaturated reactants in the presence of carbonyl compounds or imines promotes reductive C-C coupling, providing a byproduct-free alternative to stoichiometric organometallic reagents in an ever-increasing range of C=X (X = O, NR) additions. Under transfer hydrogenation conditions, hydrogen exchange between alcohols and π-unsaturated reactants triggers generation of electrophile-nucleophile pairs, enabling carbonyl addition directly from the alcohol oxidation level, bypassing discrete alcohol oxidation and generation of stoichiometric byproducts. 相似文献
4.
Gilmar A. Brito Woo‐Ok Jung Minjin Yoo Michael J. Krische 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2019,131(52):18979-18983
Highly enantioselective catalytic reductive coupling of allyl acetate with acetylenic ketones occurs in a chemoselective manner in the presence of aliphatic or aromatic ketones. This method was used to construct C14‐C23 of pladienolide D in half the steps previously required. 相似文献
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JohnF. Bower InSu Kim RyanL. Patman MichaelJ. Krische 《Angewandte Chemie (International ed. in English)》2009,48(1):34-46
Classical protocols for carbonyl allylation, propargylation and vinylation typically rely upon the use of preformed allyl metal, allenyl metal and vinyl metal reagents, respectively, mandating stoichiometric generation of metallic byproducts. Through transfer hydrogenative C C coupling, however, carbonyl addition may be achieved from the aldehyde or alcohol oxidation level in the absence of stoichiometric organometallic reagents or metallic reductants. Here, we review transfer hydrogenative methods for carbonyl addition, which encompass the first catalytic protocols enabling direct C H functionalization of alcohols. 相似文献
8.
Redox‐Triggered CC Coupling of Diols and Alkynes: Synthesis of β,γ‐Unsaturated α‐Hydroxyketones and Furans by Ruthenium‐Catalyzed Hydrohydroxyalkylation 下载免费PDF全文
Emma L. McInturff Khoa D. Nguyen Prof. Michael J. Krische 《Angewandte Chemie (International ed. in English)》2014,53(12):3232-3235
Direct ruthenium‐catalyzed C? C coupling of alkynes and vicinal diols to form β,γ‐unsaturated ketones occurs with complete levels of regioselectivity and good to complete control over the alkene geometry. Exposure of the reaction products to substoichiometric quantities of p‐toluenesulfonic acid induces cyclodehydration to form tetrasubstituted furans. These alkyne‐diol hydrohydroxyalkylations contribute to a growing body of merged redox‐construction events that bypass the use of premetalated reagents and, hence, stoichiometric quantities of metallic by‐products. 相似文献
9.
Ruthenium(0)‐Catalyzed Cycloaddition of 1,2‐Diols,Ketols, or Diones via Alcohol‐Mediated Hydrogen Transfer 下载免费PDF全文
Hiroki Sato Dr. Ben W. H. Turnbull Dr. Keisuke Fukaya Prof. Michael J. Krische 《Angewandte Chemie (International ed. in English)》2018,57(12):3012-3021
Merging the characteristics of transfer hydrogenation and carbonyl addition, a broad new class of ruthenium(0)‐catalyzed cycloadditions has been developed. As discussed in this Minireview, fused or bridged bicyclic ring systems are accessible in a redox‐independent manner in C?C bond‐forming hydrogen transfer reactions of diols, α‐ketols, or 1,2‐diones with diverse unsaturated reactants. 相似文献
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