%0 Generic
%A Hajra, Saumen
%A Hazra, Atanu
%A Saleh, SK Abu
%D 2019
%T One-Pot Synthesis of
Enantiopure Spiro[3,4-dihydrobenzo[b][1,4]oxazine-2,3′-oxindole]
via Regio- and Stereoselective
Tandem Ring Opening/Cyclization of Spiroaziridine Oxindoles with Bromophenols
%U https://acs.figshare.com/articles/dataset/One-Pot_Synthesis_of_Enantiopure_Spiro_3_4-dihydrobenzo_i_b_i_1_4_oxazine-2_3_-oxindole_via_Regio-_and_Stereoselective_Tandem_Ring_Opening_Cyclization_of_Spiroaziridine_Oxindoles_with_Bromophenols/9170792
%R 10.1021/acs.joc.9b01611.s002
%2 https://acs.figshare.com/ndownloader/files/16709699
%K one-pot synthesis
%K oxazine
%K dihydrospiro
%K tandem cyclization reaction
%K 2- bromophenols
%K Spiroaziridine Oxindoles
%K Stereoselective Tandem Ring
%K One-Pot Synthesis
%K stereoselective spiroaziridine ring opening
%X A highly efficient regio- and stereoselective
spiroaziridine ring
opening with 2-bromophenols and a subsequent tandem cyclization reaction
was developed for the one-pot synthesis of enantiopure 3,4-dihydrospiro[benzo[b][1,4]oxazine-2,3′-oxindole] with excellent enantiopurity
(ee up to >99%). It is further extended to asymmetric synthesis
of
NH-free 3,4-dihydrospiro[benzo[b][1,4]oxazine-2,3′-xindole]
retaining the optical activity.
%I ACS Publications