e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Diastereoselective Access to 3??Nitro??4??vinylidenetetrahydrofurans and 3??Nitro??4??vinylidenetetrahydropyrans and Their Conversion into 3, 6??Dihydro??1, 2??oxazines …
E Dumez, R Faure, JP Dulcère
Index: Dumez, Estelle; Faure, Robert; Dulcere, Jean-Pierre European Journal of Organic Chemistry, 2001 , # 13 p. 2577 - 2588
Abstract A new approach to the synthesis of unsaturated nitro-allenyl-tetrahydrofurans 3 and- tetrahydropyrans 5 has been developed, involving oxa-Michael addition/SN 2′ substitution of propargyl and homopropargyl alcohol derivatives 2a and 4h on nitroalkenes 1a− g. Complete allylic 1, 3-strain control during the cyclization accounts for the observed diastereoselectivity. Reduction of nitro compounds 3 and 5 with SmI 2 provided new α− ...