Literature DB >> 27992090

Metal-Catalyzed Asymmetric Michael Addition in Natural Product Synthesis.

Chunngai Hui1, Fan Pu1, Jing Xu1.   

Abstract

Asymmetric catalysis for chiral compound synthesis is a rapidly growing field in modern organic chemistry. Asymmetric catalytic processes have been indispensable for the synthesis of enantioselective materials to meet demands from various fields. Michael addition has been used extensively for the construction of C-C bonds under mild conditions. With the discovery and development of organo- and metal-catalyzed asymmetric Michael additions, the synthesis of enantioselective and/or diastereoselective Michael adducts has become possible and increasingly prevalent in the literature. In particular, metal-catalyzed asymmetric Michael addition has been employed as a key reaction in natural product synthesis for the construction of contiguous quaternary stereogenic center(s), which is still a difficult task in organic synthesis. Previously reported applications of metal-catalyzed asymmetric Michael additions in natural product synthesis are presented here and discussed in depth.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric Michael addition; metal catalysis; natural product; total synthesis

Mesh:

Substances:

Year:  2016        PMID: 27992090     DOI: 10.1002/chem.201604110

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  7 in total

1.  Enantioselective Intermolecular Pd-Catalyzed Hydroalkylation of Acyclic 1,3-Dienes with Activated Pronucleophiles.

Authors:  Nathan J Adamson; Katherine C E Wilbur; Steven J Malcolmson
Journal:  J Am Chem Soc       Date:  2018-02-20       Impact factor: 15.419

2.  Machine learning and semi-empirical calculations: a synergistic approach to rapid, accurate, and mechanism-based reaction barrier prediction.

Authors:  Elliot H E Farrar; Matthew N Grayson
Journal:  Chem Sci       Date:  2022-06-14       Impact factor: 9.969

Review 3.  Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives.

Authors:  Jianlin Han; Jorge Escorihuela; Santos Fustero; Aitor Landa; Vadim A Soloshonok; Alexander Sorochinsky
Journal:  Molecules       Date:  2022-06-13       Impact factor: 4.927

4.  Enantioselective Total Synthesis of (+)-Peniciketals A and B: Two Architecturally Complex Spiroketals.

Authors:  Yifan Deng; Chia-Ping H Yang; Amos B Smith Iii
Journal:  J Am Chem Soc       Date:  2021-01-26       Impact factor: 15.419

5.  Oxidation, Coordination, and Nickel-Mediated Deconstruction of a Highly Electron-Rich Diboron Analogue of 1,3,5-Hexatriene.

Authors:  Alexander Hermann; Felipe Fantuzzi; Merle Arrowsmith; Theresa Zorn; Ivo Krummenacher; Benedikt Ritschel; Krzysztof Radacki; Bernd Engels; Holger Braunschweig
Journal:  Angew Chem Int Ed Engl       Date:  2020-07-01       Impact factor: 15.336

6.  Access to chiral β-sulfonyl carbonyl compounds via photoinduced organocatalytic asymmetric radical sulfonylation with sulfur dioxide.

Authors:  Fu-Sheng He; Chun Zhang; Minghui Jiang; Lujun Lou; Jie Wu; Shengqing Ye
Journal:  Chem Sci       Date:  2022-07-08       Impact factor: 9.969

7.  Isothiourea-catalysed enantioselective Michael addition of N-heterocyclic pronucleophiles to α,β-unsaturated aryl esters.

Authors:  Chang Shu; Honglei Liu; Alexandra M Z Slawin; Cameron Carpenter-Warren; Andrew D Smith
Journal:  Chem Sci       Date:  2019-10-23       Impact factor: 9.825

  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.