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  • DABCO-catalyzed regioselective cyclization reactions of β,γ-unsaturated α-ketophosphonates or β,γ-unsaturated α-ketoesters with allenic esters.

DABCO-catalyzed regioselective cyclization reactions of β,γ-unsaturated α-ketophosphonates or β,γ-unsaturated α-ketoesters with allenic esters.

Organic & biomolecular chemistry (2011-11-18)
Cheng-Kui Pei, Lei Wu, Zhong Lian, Min Shi
ABSTRACT

Highly efficient DABCO-catalyzed [4 + 2] cycloaddition of β,γ-unsaturated α-ketophosphonates or β,γ-unsaturated α-ketoesters with allenic esters gives the corresponding highly functionalized tetrahydropyran and dihydropyran derivatives in good to excellent yields and moderate to good regioselectivities under mild conditions.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Dabco® 33-LV
Sigma-Aldrich
1,4-Diazabicyclo[2.2.2]octane, ReagentPlus®, ≥99%
Sigma-Aldrich
1,4-Diazabicyclo[2.2.2]octane, Vetec, reagent grade, 98%