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Green diacetoxylation of alkenes in a microchemical system.

Organic letters (2013-02-05)
Jeong Hyeon Park, Chan Yi Park, Hyun Seung Song, Yun Suk Huh, Geon Hee Kim, Chan Pil Park
ABSTRACT

The palladium-catalyzed diacetoxylation and trifluoromethanesulfonic acid-catalyzed diacetoxylation using inexpensive and environmentally friendly hydrogen peroxide and peracetic acid were successfully conducted with the help of microchemical technology. Excellent yield and selectivity were achieved in significantly shortened reaction times without the decomposition of explosive oxidants and further transformation of unstable products, offering a safe and efficient alternative to traditional methods for alkene diacetoxylation.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Peracetic acid solution, 32 wt. % in dilute acetic acid
Sigma-Aldrich
Peracetic acid solution, 8.7% in acetic acid
Sigma-Aldrich
Silver trifluoromethanesulfonate, purum, ≥98.0% (Ag)
Sigma-Aldrich
Silver trifluoromethanesulfonate, ≥99.95% trace metals basis
Sigma-Aldrich
Aluminum trifluoromethanesulfonate, 99.9% trace metals basis
Sigma-Aldrich
Silver trifluoromethanesulfonate, ≥99%
Sigma-Aldrich
Lithium trifluoromethanesulfonate, 96%
Sigma-Aldrich
Lanthanum(III) trifluoromethanesulfonate, 99.999% trace metals basis
Sigma-Aldrich
Zinc trifluoromethanesulfonate, 98%
Sigma-Aldrich
Trifluoromethanesulfonic acid, ReagentPlus®, ≥99%
Sigma-Aldrich
Lithium trifluoromethanesulfonate, 99.995% trace metals basis
Sigma-Aldrich
Trifluoromethanesulfonic acid, reagent grade, 98%