Pirolo[1,4]benzodiazepīnu klases dabasvielu totālā sintēze / Total Synthesis of Pyrrolo[1,4] benzodiazepine Natural Products

2020 ◽  
Author(s):  
◽  
Guna Sakaine

Promocijas darbā veikta sintēzes metožu izstrāde pirolo[1,4]benzodiazepīnu klases dabasvielu un to atvasinājumu iegūšanai, īpašu uzmanību pievēršot eksocikliskās dubultsaites selektīvai ievadīšanai PBD sistēmā. Development of novel synthetic methodologies toward pyrrolo[1,4]benzodiazepine class natural products and their synthetic conterparts. The main focus of Thesis is a development of efficient methods for a stereoselective introduction of exocyclic double bonds.

Synthesis ◽  
2020 ◽  
Vol 52 (21) ◽  
pp. 3111-3128
Author(s):  
Alejandro Cordero-Vargas ◽  
Jeferson B. Mateus-Ruiz

In the last two decades, the field of photoredox catalysis (PRC) has grown impressively with reports of new synthetic methodologies and more efficient versions of known free-radical reactions. The impressive success of visible-light-mediated photoredox catalysis is, in great part, due to its low environmental impact, mild reaction conditions, clean reactions, and inexpensive methodologies. These features have allowed photoredox catalysis to emerge as a powerful tool in the synthesis of natural products; much excellent work was reported between 2011 and 2015. Since 2016, a number of more efficient and impressive total syntheses of natural products featuring photoredox catalysis have been reported. In this review, we summarize the recent synthetic applications of photoredox catalysis in the total synthesis of natural products between 2016 and 2020.1 Introduction2 Intermolecular Additions from Functionalized Substrates2.1 Intermolecular Additions from Alkyl Halides2.2 Intermolecular Additions from Alcohols and Carboxylic Acids3 Cyclizations from Functionalized Substrates3.1 Cyclizations of Carbon-Centered Radicals3.2 Cyclizations of Nitrogen-Centered Radicals4 Intramolecular Cyclization from Non-functionalized N–H Bonds4.1 Type I Radical Cascade4.2 Type II Radical Cascade4.3 Type III Radical Cascade5 Functionalization of Imines and Enamines6 Cycloadditions7 Miscellaneous7.1 Dehalogenation and Reductive Decarboxylation7.2 Thiyl Radical Promoted Cascade8 Conclusions and Perspectives


RSC Advances ◽  
2020 ◽  
Vol 10 (21) ◽  
pp. 12626-12652 ◽  
Author(s):  
Amardeep Awasthi ◽  
Mandeep Singh ◽  
Garima Rathee ◽  
Ramesh Chandra

We have provided contextual information on the chemistry of 3-substituted phthalides and their significance in natural product synthesis.


2019 ◽  
Vol 16 (2) ◽  
pp. 173-192 ◽  
Author(s):  
Valeriya V. Konovalova ◽  
Andrey N. Maslivets

Polycyclic structures fused at a central carbon are of great interest due to their appealing conformational features and their structural implications in biological systems. Although progress in the development of synthetic methodologies towards such structures has been impressive, the stereoselective construction of such quaternary stereocentres remains a significant challenge in the total synthesis of natural products. This review summarises a series of studies on the reactions of 1H-pyrrole-2,3- diones with nucleophiles and highlights the progress in the formation of new polyheterocyclic compounds with concomitant formation of the quaternary spiro centre.


2020 ◽  
Vol 17 ◽  
Author(s):  
Majid M. Heravi ◽  
Tayebe Momeni ◽  
Vahideh Zadsirjan ◽  
Leila Mohammadi

: Dess–Martin periodinane (DMP), is a commercially available chemical, frequently being utilized as a mild oxidative agent for the selective oxidation of primary and secondary alcohols to their corresponding aldehydes and ketones, respectively. DMP shows several merits over other common oxidative agent such as chromium- and DMSO-based oxidants, thus it is habitually employed in the total synthesis of natural products. In this review, we try to underscore the applications of DMP as an effective oxidant in an appropriate step (steps) in the multistep total synthesis of natural products.


Symmetry ◽  
2021 ◽  
Vol 13 (4) ◽  
pp. 720
Author(s):  
Satomi Niwayama

Symmetric organic compounds are generally obtained inexpensively, and therefore they can be attractive building blocks for the total synthesis of various pharmaceuticals and natural products. The drawback is that discriminating the identical functional groups in the symmetric compounds is difficult. Water is the most environmentally benign and inexpensive solvent. However, successful organic reactions in water are rather limited due to the hydrophobicity of organic compounds in general. Therefore, desymmetrization reactions in aqueous media are expected to offer versatile strategies for the synthesis of a variety of significant organic compounds. This review focuses on the recent progress of desymmetrization reactions of symmetric organic compounds in aqueous media without utilizing enzymes.


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