Highly stereoselective and catalyst-free synthesis of annulated tetrahydropyridines by intramolecular imino-Diels–Alder reaction under microwave irradiation in water

2016 ◽  
Vol 18 (13) ◽  
pp. 3712-3717 ◽  
Author(s):  
Nicolás Lezana ◽  
Massiel Matus-Pérez ◽  
Antonio Galdámez ◽  
Susan Lühr ◽  
Marcelo Vilches-Herrera
Keyword(s):  
Microwave Irradiation ◽  
Alder Reaction ◽  
Diels Alder ◽  
Catalyst Free ◽  
Organic Systems ◽  
Diels Alder Reaction ◽  
Complex Organic

Highly stereoselective intramolecular imino-Diels–Alder reaction without any catalyst in water and under microwave irradiation for the synthesis of complex organic systems.

Combined AM1/MM3 computations on organic systems: the Diels–Alder reaction as a test case

1998 ◽  
Vol 296 (3-4) ◽  
pp. 239-244 ◽  
Author(s):  
Luis Salvatella ◽  
Ahmed Mokrane ◽  
Alain Cartier ◽  
Manuel F Ruiz-López
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Test Case ◽  
Organic Systems ◽  
Diels Alder Reaction

Transition metal templates as guides for cyclizations

1988 ◽  
Vol 326 (1592) ◽  
pp. 511-524 ◽  
Keyword(s):  
Transition Metal ◽  
Active Site ◽  
Alder Reaction ◽  
Diels Alder ◽  
Catalytic Reactions ◽  
Cyclization Reactions ◽  
The Third ◽  
Organic Systems ◽  
Diels Alder Reaction ◽  
Macrocyclic Ethers

The improvement of synthetic efficiency requires the development of more chemo-, regio-, diastereo- and enantioselective methods. Transition metal templates form the equivalent of an ‘active site’ to impose selectivity upon reacting organic systems. Such effects will be examined within the context of cyclization reactions. The first part examines cyclization reactions invoking intramolecular carbametallation. Catalytic reactions involving at least three different mechanisms and two different metals provide five- and six-membered rings from enynes and diynes. A second strategy invokes transition metal templates to facilitate macrocyclization. Formation of macrocarbocycles, macrolactones and macrocyclic ethers and amines illustrates the versatility of this approach. Most importantly, many of the macrocyclizations proceed at normal concentrations of 0.25-0.50 m . The third strategy invokes cycloadditions. A transition metal equivalent to the Diels-Alder reaction permits formation of odd membered rings by [2« + 3] cycloadditions for n = 1, 2 and 3. The applicability that such methods have in devising new synthetic strategies towards biologically important natural products will be illustrated.

ChemInform Abstract: A New Domino Knoevenagel-hetero-Diels-Alder Reaction: An Efficient Catalyst-Free Synthesis of Novel Thiochromone-Annulated Thiopyranocoumarin Derivatives in Aqueous Medium.

ChemInform ◽  
2011 ◽  
Vol 42 (8) ◽  
pp. no-no
Author(s):  
Firouz Matloubi Moghaddam ◽  
Mostafa Kiamehr ◽  
Mohammad Reza Khodabakhshi ◽  
Zohreh Mirjafary ◽  
Shaghayegh Fathi ◽  
...  
Keyword(s):  
Aqueous Medium ◽  
Alder Reaction ◽  
Diels Alder ◽  
Efficient Catalyst ◽  
Catalyst Free ◽  
Diels Alder Reaction

Microwave-assisted Diels–Alder reaction of 1,3,3-trimethyl-2-vinyl-1-cyclohexene with chromones — An expeditious approach to analogues of the puupehenone group of marine diterpenoids and kampanols

2010 ◽  
Vol 88 (12) ◽  
pp. 1233-1239 ◽  
Author(s):  
Rajesh M. Kamble ◽  
M. M.V. Ramana
Keyword(s):  
Microwave Irradiation ◽  
Alder Reaction ◽  
Diels Alder ◽  
Microwave Assisted ◽  
Diels Alder Reaction ◽  
Tetracyclic Core

A rapid assembly of the tetracyclic core of marine diterpenoids related to puupehenone and kampanols by a Diels–Alder reaction of 1,3,3-trimethyl-2-vinyl-1-cyclohexene with chromones under microwave irradiation with or without TiCl4 is described.

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