79917-39-8Relevant articles and documents
Catalytic Enantioselective Nitroso Diels-Alder Reaction
Maji, Biplab,Yamamoto, Hisashi
supporting information, p. 15957 - 15963 (2016/01/09)
The nitroso Diels-Alder (NDA) reaction is an attractive strategy for the synthesis of 3,6-dihydro-1,2-oxazines and 1-amino-4-hydroxy-2-ene derivatives. Herein we report the Cu(I)-DTBM-Segphos catalyzed asymmetric intermolecular NDA reaction of variously substituted cyclic 1,3-dienes using highly reactive nitroso compounds derived from pyrimidine and pyridazine derivatives. In most of the cases studied, the cycloadducts were obtained in high yields (up to 99%) with very high regio-, diastereo-, and enantioselectivities (up to regioselectivity > 99:1, d.r. > 99:1, and >99% ee). As an application of this methodology, formal syntheses of conduramine A-1 and narciclasine were accomplished.
CATALTYTIC ASYMMETRIC HETERO DIELS-ALDER REACTION OF A HETEROAROMATIC C-NITROSO DIENOPHILE: A NOVEL METHOD FOR SYNTHESIS OF CHIRAL NON-RACEMIC AMINO ALCOHOLS
-
Page/Page column 42, (2010/02/13)
The present invention is directed to a catalytic asymmetric C-nitroso Diels-Alder reaction.
Conversion of a Primary Amino Group into a Nitroso Group. Synthesis of Nitroso-Substituted Heterocycles
Taylor, Edward C.,Tseng, Chi-Ping,Rampal, Jang B.
, p. 552 - 555 (2007/10/02)
2-Aminopyridine, 2-amino-4-methylpyridine, 1-aminoisoquinoline, 2-aminopyrimidine, and 2-aminopyrazine have been converted to the corresponding nitroso compounds by reaction with dimethyl sulfide and N-chlorosuccinimide, deprotonation of the resulting sul