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Title: Highly diastereoselective synthesis of enantioenriched: Anti -α-allyl-β-fluoroamines
Authors: Philip J. Chevis
Sirilak Wangngae
Thanaphat Thaima
Anthony W. Carroll
Anthony C. Willis
Mookda Pattarawarapan
Stephen G. Pyne
Keywords: Chemical Engineering
Materials Science
Issue Date: 1-Jan-2019
Abstract: © 2019 The Royal Society of Chemistry. A highly diastereoselective synthesis of anti-α-allyl-β-fluoroamines has been developed involving enantioselective α-fluorination of aldehydes followed by a diastereoselective Petasis allyl borono-Mannich reaction. The products are obtained generally in good overall yields for the two steps and with drs of 97:3-99:1 and ees of 86-92%. Selected products were converted to 3-, 5- and 6-membered ring heterocycles, the latter two types incorporating an exo-cyclic fluorine.
ISSN: 1364548X
Appears in Collections:CMUL: Journal Articles

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