scholarly journals Design and synthesis of C 3-symmetric molecules bearing propellane moieties via cyclotrimerization and a ring-closing metathesis sequence

2018 ◽  
Vol 14 ◽  
pp. 2537-2544 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Saidulu Todeti ◽  
Vikas R Aswar
Keyword(s):  
Benzene Ring ◽  
Alder Reaction ◽  
Diels Alder ◽  
Central Core ◽  
Ring Closing Metathesis ◽  
Design And Synthesis ◽  
Synthetic Strategy ◽  
Diels Alder Reaction ◽  
End Groups ◽  
Key Steps

We have developed an efficient synthetic strategy to assemble C 3-symmetric molecules containing propellane moieties as end groups and a benzene ring as a central core. The synthesis of these C 3-symmetric molecules involves simple starting materials. Our approach to C 3-symmetric compounds relies on a Diels–Alder reaction, cyclotrimerization and ring-closing metathesis as key steps.

scholarly journals Design and synthesis of polycyclic sulfones via Diels–Alder reaction and ring-rearrangement metathesis as key steps

2015 ◽  
Vol 11 ◽  
pp. 1373-1378 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Rama Gunta
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Ring Systems ◽  
Design And Synthesis ◽  
Synthetic Strategy ◽  
Diels Alder Reaction ◽  
Fused Ring ◽  
Materials Used ◽  
Key Steps

Here, we describe a new and simple synthetic strategy to various polycyclic sulfones via Diels–Alder reaction and ring-rearrangement metathesis (RRM) as the key steps. This approach delivers tri- and tetracyclic sulfones with six (n = 1), seven (n = 2) or eight-membered (n = 3) fused-ring systems containing trans-ring junctions unlike the conventional all cis-ring junctions generally obtained during the RRM sequence. Interestingly the starting materials used are simple and commercially available.

Ring-Closing Metathesis Approach to Cage Propellanes Containing Oxepane and Tetrahydrofuran Hybrid System

Synthesis ◽  
2017 ◽  
Vol 49 (24) ◽  
pp. 5339-5350 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Subba Cheekatla ◽  
Darshan Mhatre
Keyword(s):  
Claisen Rearrangement ◽  
Alder Reaction ◽  
Diels Alder ◽  
Ring Closing Metathesis ◽  
Cage Compounds ◽  
Transannular Cyclization ◽  
Diels Alder Reaction ◽  
Grignard Addition ◽  
Key Steps ◽  
First Time

The preparation of a variety of structurally interesting oxygenated cage compounds involving atom-economic processes such as Claisen rearrangement, Diels–Alder reaction, [2+2] photocycloaddition, and ring-closing metathesis (RCM) as key steps is reported. For the first time, oxepane ring system is introduced in cage framework using olefin metathesis as a key step. These cage systems assembled here are difficult to prepare by traditional methods. The synthetic sequence described here opens up new routes to higher order polycycles containing heteroatoms without the involvement of protecting groups. Transannular cyclization observed during Grignard addition and the RCM protocol used here may be applicable to generate unknown oxygenated cage systems.

Protecting-Group-Free Total Synthesis of Anticancer (±)-Melotenine A

Synthesis ◽  
2021 ◽  
Author(s):  
Adisak Thanetchaiyakup ◽  
Hassayaporn Rattanarat ◽  
Sudaporn Aree ◽  
Tanwawan Duangthongyou ◽  
Tanin Nanok ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Human Cancer ◽  
Alder Reaction ◽  
Diels Alder ◽  
Protecting Groups ◽  
Protecting Group ◽  
Ring Closing Metathesis ◽  
Human Cancer Cell Lines ◽  
Diels Alder Reaction ◽  
Key Steps

Melotenine A, isolated from Melodinus tenuicaudatus, possesses significant anticancer activity against several human cancer cell lines. The synthesis of (±)-melotenine A was achieved without the use of any protecting groups in 11 steps with an overall yield of 7%. The key steps of our strategy were the Diels–Alder reaction to construct the tetracyclic framework and ring-closing metathesis to form the seven-membered ring of (±)-melotenine A.

scholarly journals Design and synthesis of fused polycycles via Diels–Alder reaction and ring-rearrangement metathesis as key steps

2015 ◽  
Vol 11 ◽  
pp. 1259-1264 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Ongolu Ravikumar
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Design And Synthesis ◽  
Diels Alder Reaction ◽  
Grignard Addition ◽  
Synthetic Routes ◽  
Key Steps ◽  
Norbornene Derivatives

Atom efficient processes such as the Diels–Alder reaction (DA) and the ring-rearrangement metathesis (RRM) have been used to design new polycycles. In this regard, ruthenium alkylidene catalysts are effective in realizing the RRM of bis-norbornene derivatives prepared by DA reaction and Grignard addition. Here, fused polycycles are assembled which are difficult to produce by conventional synthetic routes.

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