July 17, 2019: Myriam and Sophie's paper entitled "Chemoselective Oxidation of Equatorial Alcohols with N-Ligated Lambda-3 Iodanes" has been accepted for publication in Organic Letters: https://doi.org/10.1021/acs.orglett.9b02018)!
This work fills a remaining gap in the selective functionalization of complex scaffolds: the chemoselective oxidation of equatorial over axial alcohols! Using two mild, operationally simple procedures, the simple pyridine ligated N-HVI "Py-HVI" enables the general oxidation of alcohols to ketones with an I(III)-reagent, which offers safety and practical advantages over typical I(V) and Cr(VI) oxidants. The conformational selectivity is explored in detail and a model for predicting the relative rates of oxidation is provided. We hope that this protocol provides a new tool for complex molecule total synthesis! Congrats to Myriam and Sophie on some great work!
Myriam, Felipe, Jen and Bilal all presented their work at the POCC Poster Session at UPenn Chemistry. Myriam and Jen even brought home Best Poster Prizes! Way to go ladies!
Its Official!! The W lab OG, Jen Walters, is now Jen Walters, Ph.D.! Jen has since left us for a postdoc at the Nagib Lab at The Ohio State University starting in June 2019. As the first graduate of the W lab we are so excited for her to tackle this new adventure but are a bit lost without her presence in the group! Good luck Jen, we will miss you!!!
Felipe and Brandon's paper entitled "Reactivity of (NNN)-pincer nickel(II) aryl complex towards oxidative carbon-heteroatom bond formation" has been accepted for publication in Tetrahedron in a Special Issue honoring Prof. Seth Herzon's Young Investigator Award (Accepted Article: https://doi.org/10.1016/j.tet.2018.04.029). Great work from Felipe and Brandon, and congratulations to Seth on a well deserved honor!
Jen, Tony and Aimee's paper on the ring expansion of aliphatic secondary alcohols with N-HVIs has been accepted to Eur. J. Org. Chem. DOI: 10.1002/ejoc.201800118. Not only does this method provide rapid access to challenging medium-ring oxygen heterocycles, but is applicable to the late-stage derivatization of complex natural product scaffolds, providing new opportunities in Complexity-to-Diversity pursuits. Be sure to check out the product of their great work! Congrats team!
W Lab undergraduates Maria Velopolcek, Nate Greenwood and Aimee Dubin were recognized for their outstanding undergraduate research at the annual Temple Undergraduate Research Symposium on October 7th. Maria and Nate also brought home two second place awards! Congrats to both the students and their mentors!
What have our undergrads been up to:
Nate has been working with Jess on the synthesis of novel chiral hypervalent iodine scaffolds.
Maria has been working with Mell on applying our ring expansion to the synthesis of novel anti-cancer molecules.
Aimee, supported as a Frances Velay Fellow this past summer, has worked extensively on oxidative ring expansions and now has moved on to novel (mono)cationic hypervalent iodine scaffolds.
Sarah chaired a "Women in Organic Chemistry" symposia at the 2017 ACS MARM in Hershey, PA. This symposia featured top female organic chemists from across the Northeast from both academia and industry, and was highlighted by a keynote address from Prof. Madeleine Joullie from the University of Pennsylvania.
The symposia was held on Monday, June 5th 2017 at the ACS MARM. There are plans to expand it into a regional symposia for female undergraduates and graduate students hosted at Temple University so stayed tuned!
Sarah got the opportunity to record a quick video about our recent work on (poly)cationic HVIs and medium-ring ether synthesis at the ACS Meeting this Fall and it is now featured online! Check it out to learn more about our chemistry... (or if you just want to see how awkward someone can be on camera ;-)).
Follow the link here!
The W lab has received our first R01 from the NIH to fund our work on novel approaches to the synthesis of medium-sized rings and the further development of novel (poly)cationic hypervalent iodine reagents! We are so excited for this opportunity and thankful to the NIH for their generous support of our work!!
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