 |
| It's like a crossword puzzle... Source: Chemistry World |
Just one tiny problem: what the heck is that structure? Maybe the atoms were inadverently deleted in transit, or perhaps it's meant as an artistic statement? I can't imagine this molecular graphic falls under Elsevier copyright protection.
In a way, it's like a detective mystery: can you infer what's missing? I took a crack at it myself (see below). I figured the structure on the right was either a dithiane (S,S) or ketal (O,O). The bottom ring could have any combination of N,O,S, so we'll swap in a morpholine. The aromatic? Gotta be a pyridine. Uh-oh, there could be anything terminating those 'short' bonds on the cyclopentane, or on the alpha bonds stemming below the cyclopropane. I'll just infer methyl groups, for now.
Happy Fourth of July, everyone!
Update, 7/4/12 - Commenter @azmanam wins the platinum coin for his search efforts, locating the correct intermediate from a Boger total synthesis (see below). So, in the end, I went 4 for 9 on "mystery atoms!"
Nothing shows up in Scifinder when all of the blanks are set to "any atom except H," or deleted. My money is on made up artistic looking structure.
ReplyDeleteBoo. With all the gorgeous natural products in the world, they don't have one on the front? Maybe it's a drug lead, buried in the patent lit...sometimes SciFinder won't catch the Markush very well.
ReplyDeleteThanks!
Winnar!
ReplyDeleteIntermediate in Boger's synthesis of rubrolone aglycone
(cpd #18: http://dx.doi.org/10.1021/ja002997b) Neat little D-A reaction to form the intermediate :)
Can I post images? If yes, the real structure will be shown below.
Delete[img]http://i.imgur.com/U00e4.png[/img]
Bah, I had assumed methyl groups, not -H and -OMe.
ReplyDeleteNote the ghostly structure is also missing the gem-dimethyl on the ketal, too.
ReplyDeleteSo, you're saying, artistic or not, it seems to be a hack job.
DeleteThe complete structure (when viewed at an angle) is remarkably anthropomorphic.
ReplyDeleteFrom the Publisher: Congratulations on solving this puzzle. As you have correctly identified, the artistic fragment was produced by deleting heteroatoms from an intermediate in Dale Boger’s synthesis of rubrolone aglycon; one of 4 examples of the Diels-Alder reaction provided in the book and app (www.namedreactions.com).
ReplyDeleteHooray! This means we all win free copies....right? : )
DeleteOne small problem: what the heck is that institution? Maybe the atoms have been randomly deleted in transit, or maybe it means as a technical explanation? I can't imagine that this molecular architect fell under Elsevier's copyright protection. In a way, it looks like a police mystery: can you tell what is missing? We will see computer programmers for hire for now. I took a shower on my own. It will be pyridine. Uh-oh, it could be something that terminates those ‘short’ contracts on cyclopentane, or on the alpha transcription sheets below cyclopropane. I would apply for methyl groups, for now.
ReplyDeleteThe simplest answer is to urge your business to found online. once you use SEO (Search Engine Optimization) in Dallas by working with the trusted experts at SEO SERVICES Max, you'll cash in on our proven methods and ethical tactics to enhance your rankings, increase your ROI, and effectively present your brand to internet users so you'll get the qualified traffic you would like.
ReplyDeleteHello everybody! Commas are an integral part of every sentence, because they not only support the structure of the entire text, but also help to convey the meaning better! And only our website can explain to you many rules of grammar and punctuation in English for free! And all this is absolutely free, so this site will be useful to everyone! And also there is an adjective finder tool!
ReplyDeleteHello everyone! When writing texts, we often need to coordinate the tenses of verbs. At this stage, many people have difficulties and get confused. Errors in verb tense consistency can confuse your text and change its meaning, your readers may misunderstand you. I recommend you use the past tense to present tense converter online to avoid such mistakes in your text. Our online tool will fully analyze your text and identify any errors. Check your text right now, it's absolutely free
ReplyDeleteHi! My friends and acquaintances often ask me the question how can I identify a verb in a text so quickly? But in fact, everything is very simple! On this site I was able to learn and understand this topic, with a simple design you can find everything you need! Come in and try it! And there is also a tense grammar analyzer online!
ReplyDelete