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Improved procedure for the oxidative cleavage of olefins by OsO4-NaIO4.

Organic letters (2004-09-10)
Wensheng Yu, Yan Mei, Ying Kang, Zhengmao Hua, Zhendong Jin
ABSTRACT

[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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2,6-Lutidine, ReagentPlus®, 98%
Sigma-Aldrich
2,6-Lutidine
Supelco
2,6-Lutidine, analytical standard
Sigma-Aldrich
2,6-Dimethylpyridine, ≥99%