Improved procedure for the oxidative cleavage of olefins by OsO4-NaIO4.
[reaction: see text] Oxidative cleavage of olefins by OsO(4)-NaIO(4) sometimes suffers from low yields due to the formation of side products. It is found that the addition of 2,6-lutidine can suppress the side reactions and dramatically improve the yield of this classic reaction.
Yu
Wensheng
W
Division of Medicinal and Natural Products Chemistry, College of Pharmacy, The University of Iowa, Iowa City, Iowa 52242, USA.
Mei
Yan
Y
Kang
Ying
Y
Hua
Zhengmao
Z
Jin
Zhendong
Z
D000447:Aldehydes / Q000032:analysis / Q000138:chemical synthesis*; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods*; D007452:Iodates / Q000737:chemistry; D015394:Molecular Structure; D017892:Osmium Compounds / Q000737:chemistry; D010084:Oxidation-Reduction; D011725:Pyridines / Q000737:chemistry*
D000447:Aldehydes; D000475:Alkenes; D007452:Iodates; D017892:Osmium Compounds; D011725:Pyridines; C013093:2,6-lutidine; C032285:sodium iodate