ChemInform Abstract: Pyridazines Condensed with a Hetero Ring. Part 4. Formation of Pyrazino(2,3‐d(c))pyridazine Skeletons by Cyclocondensation of 4,5‐ Diamino‐ and 3,4,5‐Triaminopyridazinones.

Koermendy, K.; Ruff, F.

doi:10.1002/chin.199115196

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“…Coupling of 21 with both dihydroquinine and dihydroquinidine proceeded to DP-PHAL dimers DHQN-22 and DHQD-22 in 69 and 48 % yield, respectively—i.e., by 20 % lower than for the unsubstituted linker 2 [ 41 ]. A similar linker with two more nitrogen atoms incorporated into the planar ring system was also applied: 1,4-Dichloro-6,7-diphenyl-pyrazinopyridazine ( 25 ) [ 42 ] was coupled with two dihydroquinidine units providing the respective DPP dimer DHQD-26 (Fig. 11 ) [ 43 ].…”

Section: Dimers Connected At the Central C-9 Positionmentioning

confidence: 99%

Dimeric Cinchona alkaloids

Boratyński

2015

Mol Divers

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Nature is full of dimeric alkaloids of various types from many plant families, some of them with interesting biological properties. However, dimeric Cinchona alkaloids were not isolated from any species but were products of designed partial chemical synthesis. Although the Cinchona bark is amongst the sources of oldest efficient medicines, the synthetic dimers found most use in the field of asymmetric synthesis. Prominent examples include the Sharpless dihydroxylation and aminohydroxylation ligands, and dimeric phase transfer catalysts. In this article the syntheses of Cinchona alkaloid dimers and oligomers are reviewed, and their structure and applications are outlined. Various synthetic routes exploit reactivity of the alkaloids at the central 9-hydroxyl group, quinuclidine, and quinoline rings, as well as 3-vinyl group. This availability of reactive sites, in combination with a plethora of linker molecules, contributes to the diversity of the products obtained.

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Section: Dimers Connected At the Central C-9 Positionmentioning

confidence: 99%

Dimeric Cinchona alkaloids

Boratyński

2015

Mol Divers

View full text Add to dashboard Cite

show abstract

ChemInform Abstract: Pyridazines Condensed with a Hetero Ring. Part 4. Formation of Pyrazino(2,3‐d(c))pyridazine Skeletons by Cyclocondensation of 4,5‐ Diamino‐ and 3,4,5‐Triaminopyridazinones.

Cited by 1 publication

References 0 publications

Dimeric Cinchona alkaloids

Dimeric Cinchona alkaloids

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