Domino reactions - Organic synthesis or chess match? (3D visualization)
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- Опубликовано: 2 авг 2024
- synthetic chemists are always looking for new strategies to create complex molecules in only few steps. In this regard, domino reaction has been emerged as a powerful tool to build such complex structures with high efficiency.
Today, most of the papers in organic chemistry are dedicated to push the boundaries of domino reactions and their applications in organic synthesis.
In this episode I zoom in on several beautiful synthesis routes based on domino reactions. Stereochemistry disscution is also covered in a 3D space. I hope to enjoy it.
References:
Lutz F. Tietze, Gordon Brasche, Kersten M. Gericke. Domino Reactions in Organic Synthesis. Wiley‐VCH.2006.
Murray W. Huff, Dawn E. Telford. Lord of the rings - the mechanism foroxidosqualene: lanosterol cyclase becomes crystal clear. Trends Pharmacol Sci. 2005, 26(7), 335-40. doi.org/10.1016/j.tips.2005.0...
Larry E. Overman, John P. Wolfe. New Cationic Olefin Cyclization-Pinacol Reactions.Ring-Expanding Cyclopentane Annulations That Directly Install Useful Functionality in the Cyclopentane Ring. J. Org. Chem. 2002, 67, 6421-6429. doi.org/10.1021/jo025927r
M. Carmen Carrenƒo, Carmen GarcÌa Luzo¬n, MarÌa Ribagorda. Stereoselective Synthesis of Heterocyclic Cage Compounds by Domino Conjugate Additions. Chem. Eur. J. 2002, 8, No. 1
doi.org/10.1002/1521-3765(200...
H. Prinzbach, Wolf-Dieter Fessner, Gottfried Sedelmeier, Paul R. Spurr, Grety Rihs. “Pagodane”: The Efficient Synthesis of a Novel, Versatile Molecular Framework. J . Am. Chem. Sot. 1987, 109, 4626-4642. doi.org/10.1021/ja00249a029
Time code:
00:00 - Intro
00:21 - Palytoxin
01:00 - Effiiciency
01:13 - Concept of the domino reaction
01:45 - Lanosterol
02:29 - Ring-Expanding Cyclopentane Annulation
04:09 - Diestereoselectivity
05:12 - Heterocyclic cage compounds
06:46 - Facially diastereoselectivity
07:02 - Pagodane
Such a great content!
Great job!