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One-pot synthesis of functionalized 2,5-dihydrofurans via an amine-promoted Petasis borono-Mannich reaction. | LitMetric

One-pot synthesis of functionalized 2,5-dihydrofurans via an amine-promoted Petasis borono-Mannich reaction.

Org Lett

Key Lab for Advanced Materials & Institute of Fine Chemicals, East China University of Science and Technology , 130 Meilong Road, Shanghai 200237, China , and Shanghai Institute of Organic Chemistry, Chinese Academy of Science , 345 Lingling Road, Shanghai 200032, China.

Published: December 2013

A series of functionalized 2,5-dihydrofurans were efficiently synthesized via an amine-promoted Petasis borono-Mannich reaction of 4-substituted 1,2-oxaborol-2(5H)-ols with salicylaldehydes in high yields. The process, which combines a boronic acid-based Mannich reaction and a highly efficient intramolecular SN2 cyclization, provides a one-step and efficient route toward 2,5-dihydrofurans from simple and stable starting materials.

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Source
http://dx.doi.org/10.1021/ol402782fDOI Listing

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