Literature DB >> 29953153

New development in the enantioselective synthesis of spiro compounds.

Aishun Ding1, Marta Meazza, Hao Guo, Jung Woon Yang, Ramon Rios.   

Abstract

The enantioselective synthesis of spirocycles has long been pursued by organic chemists. Despite their unique 3D properties and presence in several natural products, the difficulty in their enantioselective synthesis makes them underrepresented in pharmaceutical libraries. Since the first pioneering reports of the enantioselective construction of spirosilanes by Tamao et al., significant effort has been devoted towards the development of new promising asymmetric methodologies. Remarkably, with the advent of organocatalysis, particularly over six years, the reported methodologies for the synthesis of spirocycles have increased exponentially. The aim of this review is to summarize the latest trends and developments in the enantioselective synthesis of spirocompounds during these last six years.

Entities:  

Year:  2018        PMID: 29953153     DOI: 10.1039/c6cs00825a

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  11 in total

1.  Lanthanoid-containing polyoxometalate nanocatalysts in the synthesis of bioactive isatin-based compounds.

Authors:  Vadjiheh Sadat Amiri; Bita Abdolahi Sanati; Mansoureh Daraie; Masoud Mirzaei; Maryam Bazargan; Majid M Heravi
Journal:  Sci Rep       Date:  2022-07-14       Impact factor: 4.996

2.  Rh(i)-catalyzed dimerization of ene-vinylidenecyclopropanes for the construction of spiro[4,5]decanes and mechanistic studies.

Authors:  Chao Ning; Kang-Hua Rui; Yin Wei; Min Shi
Journal:  Chem Sci       Date:  2022-06-01       Impact factor: 9.969

3.  Cycloaddition Strategies for the Synthesis of Diverse Heterocyclic Spirocycles for Fragment-Based Drug Discovery.

Authors:  Thomas A King; Hannah L Stewart; Kim T Mortensen; Andrew J P North; Hannah F Sore; David R Spring
Journal:  European J Org Chem       Date:  2019-07-29

4.  Rigid 3D-spiro chromanone as a crux for efficient antimicrobial agents: synthesis, biological and computational evaluation.

Authors:  F H Elghareeb; E M Kandil; M Abou-Elzahab; M Abdelmoteleb; M A Abozeid
Journal:  RSC Adv       Date:  2021-06-16       Impact factor: 4.036

5.  Efficient synthesis of spirooxindolyl oxazol-2(5H)-ones via palladium(ii)-catalyzed addition of arylboronic acids to nitriles.

Authors:  Hao Song; Na Cheng; Li-Qin She; Yi Wu; Wei-Wei Liao
Journal:  RSC Adv       Date:  2019-09-17       Impact factor: 4.036

6.  [3+2] regioselective annulation reaction of 2-arylidene-1,3-indandiones towards synthesis of spirocyclopentenes: understanding the mechanism of γ-attack vs. α-attack using DFT studies.

Authors:  Shaik Anwar; Li-Tzu Lin; V Srinivasadesikan; Veera Babu Gudise; Kwunmin Chen
Journal:  RSC Adv       Date:  2021-12-01       Impact factor: 4.036

7.  Sonochemistry in an organocatalytic domino reaction: an expedient multicomponent access to structurally functionalized dihydropyrano[3,2-b]pyrans, spiro-pyrano[3,2-b]pyrans, and spiro-indenoquinoxaline-pyranopyrans under ambient conditions.

Authors:  Biplob Borah; Jahnu Bora; Pambala Ramesh; L Raju Chowhan
Journal:  RSC Adv       Date:  2022-04-28       Impact factor: 4.036

8.  Highly Selective Synthesis of Seven-Membered Azaspiro Compounds by a Rh(I)-Catalyzed Cycloisomerization/Diels-Alder Cascade of 1,5-Bisallenes.

Authors:  Jordi Vila; Miquel Solà; Anna Pla-Quintana; Anna Roglans
Journal:  J Org Chem       Date:  2022-03-24       Impact factor: 4.198

9.  Mesoporous Ionically Tagged Cross-Linked Poly(vinyl imidazole)s as Novel and Reusable Catalysts for the Preparation of N-Heterocycle Spiropyrans.

Authors:  Hassan Sepehrmansourie; Mahmoud Zarei; Reza Taghavi; Mohammad Ali Zolfigol
Journal:  ACS Omega       Date:  2019-10-07

Review 10.  Synthesis of complex unnatural fluorine-containing amino acids.

Authors:  William D G Brittain; Carissa M Lloyd; Steven L Cobb
Journal:  J Fluor Chem       Date:  2020-11       Impact factor: 2.050

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