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

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

336106

Sigma-Aldrich

2,6-Lutidine

04991

Supelco

2,6-Lutidine, analytical standard

L3900

Sigma-Aldrich

2,6-Lutidine, ReagentPlus^®, 98%

W354007

Sigma-Aldrich

2,6-Dimethylpyridine, ≥99%