Reactivity of dearomatised furans synthesised via the decarboxylative Claisen rearrangement
The decarboxylative Claisen rearrangement (dCr) reaction of 1-(furan-2-yl)ethyl 2-tosylacetate afforded 2-ethylidene-3-(tosylmethyl)-2,3-dihydrofuran. Reaction of the dearomatised heterocycle with a variety of electrophiles gave addition products with excellent syn-diastereoselectivity. The furanol adducts were then utilised as functionalised scaffolds for a series of subsequent transformations.
Camp, Jason E.,Craig, Donald
supporting information; experimental part
p. 3503 - 3508
(2009/09/28)
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