6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE, 97
CAS Number:
169-14-2
Molecular Formula:
C8H5ClN2O2
Organocatalytic enantioselective Diels–Alder reaction between hydroxymaleimides and in situ generated nitrosoalkenes for direct preparation of chiral hemiketals with 1,2-oxazine skeleton
Literature Information
Publication Date
2021-08-30
DOI
10.1039/D1QO01022K
Impact Factor
5.281
Authors
Fang Tian, Wen-Juan Wan, Li-Xin Wang
View Original
Abstract
An organocatalyst promoted enantioselective inverse-electron-demand oxa-Diels–Alder (IEDDA) reaction between hydroxymaleimides and in situ generated nitrosoalkenes has been revealed, and a wide range of chiral hemiketals containing 5,6-dihydro-4H-1,2-oxazines and succinimide frameworks with two adjacent quaternary stereogenic centers have been effectively prepared for the first time with excellent results (up to 99% yield, up to 99 : 1 dr, up to >99% ee) even at a scale-up preparation under mild conditions.
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Source Journal
Organic Chemistry Frontiers
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Self-citation Rate:
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