Design and Synthesis of Spirocyclics via the Diels—Alder Reaction and Ring-Opening Cross-Metathesis as Key Steps.

ChemInform ◽  
2006 ◽  
Vol 37 (39) ◽  
Author(s):  
Sambasivarao Kotha ◽  
Ashoke Chandra Deb ◽  
Subrata Chattopadhyay
Keyword(s):  
Ring Opening ◽  
Alder Reaction ◽  
Diels Alder ◽  
Design And Synthesis ◽  
Cross Metathesis ◽  
Diels Alder Reaction ◽  
Key Steps

scholarly journals Synergistic approach to polycycles through Suzuki–Miyaura cross coupling and metathesis as key steps

2018 ◽  
Vol 14 ◽  
pp. 2468-2481 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Milind Meshram ◽  
Chandravathi Chakkapalli
Keyword(s):  
Recent Work ◽  
Claisen Rearrangement ◽  
Cross Coupling ◽  
Alder Reaction ◽  
Diels Alder ◽  
Enyne Metathesis ◽  
Cross Metathesis ◽  
Diels Alder Reaction ◽  
Synergistic Approach ◽  
Key Steps

This account provides an overview of recent work, including our own contribution dealing with Suzuki–Miyaura cross coupling in combination with metathesis (or vice-versa). Several cyclophanes, polycycles, macrocycles, spirocycles, stilbenes, biaryls, and heterocycles have been synthesized by employing a combination of Suzuki cross-coupling and metathesis. Various popular reactions such as Diels–Alder reaction, Claisen rearrangement, cross-metathesis, and cross-enyne metathesis are used. The synergistic combination of these powerful reactions is found to be useful for the construction of complex targets and fulfill synthetic brevity.

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.

Total synthesis of (−)-depyranoversicolamide B

2015 ◽  
Vol 51 (89) ◽  
pp. 16143-16146 ◽  
Author(s):  
Wen-Fang Qin ◽  
T. Xiao ◽  
D. Zhang ◽  
Lin-Feng Deng ◽  
Y. Wang ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Ring Opening ◽  
Alder Reaction ◽  
Diels Alder ◽  
Asymmetric Total Synthesis ◽  
Diels Alder Reaction ◽  
Key Steps

Asymmetric total synthesis of (−)-depyranoversicolamide B (12) is described from easily prepared chiral pyrroloindoline 21. Key steps in the synthesis are reductive ring opening of the pyrrolo ring in 21 and stereoselective intramolecular Diels–Alder reaction of 18.

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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