
Chemmunity TeamÂ
"Sharpless reagents" usually refers to the set of reagents used in Sharpless asymmetric reactions, invented by K. Barry Sharpless. The two most famous ones are:
1. Sharpless Asymmetric EpoxidationUsed for: Epoxidizing allylic alcohols (alkenes with an -OH on the adjacent carbon)
Reagents:
Titanium(IV) isopropoxide (Ti(OiPr)â‚„)
(–)- or (+)-diethyl tartrate (DET) → gives the stereoselectivity!
tert-Butyl hydroperoxide (TBHP) → the oxidant
Product: Chiral epoxide with high enantioselectivity→ Which enantiomer you get depends on whether you use (+)-DET or (–)-DET
2. Sharpless Asymmetric DihydroxylationUsed for: Converting alkenes to vicinal diols (2 adjacent OH groups), enantioselectively
Reagents:
OsOâ‚„ (osmium tetroxide, catalytic)
A chiral ligand like (DHQ)â‚‚PHAL or (DHQD)â‚‚PHAL
NMO (or another co-oxidant)
Product: A chiral diol with predictable stereochemistry→ Again, you choose the enantiomer using the right ligand
Replied on Practice Exam: Acids and Bases
23 Apr 11:31
The below video has a worksheet:
Study With Us: Ranking Acidity, Using pKa, and Drawing Arrows in Acid-Base Reactions
As does this other practice exam:
Practice Exam: Structure, Bonding, Acids and Bases
We do have more practice problems here and we'll be adding worksheets shortly to these:
Practice Problem: Identifying the Most Acidic Proton in a Molecule
Practice Problem: Which of the Following Is the Strongest Acid?
Practice Problem: Which of the Following Is the Strongest Base?
Practice Problem: Listing Alkynes and Alkenes in Order of Increasing Acid Strength