Beilstein J. Org. Chem.2011,7, 1115–1123, doi:10.3762/bjoc.7.128
coupling reaction between an amine and an allylictrichloroacetimidate also gave a high yield of a mixture of amine-linked pseudodisaccharides, but under the conditions we used, much lower regioselectivity and diastereoselectivity were seen than in the Mitsunobu reactions. Completion of the diglycosides by
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Graphical Abstract
Scheme 1:
The concept of using allylic reactivity enhancement to facilitate diglycoside synthesis.
Beilstein J. Org. Chem.2011,7, 781–785, doi:10.3762/bjoc.7.88
environmentally benign and scalable protocol, a series of C3-alkyl substituted allylic trichloroacetamides were synthesized in good to high yields.
Keywords: allylic trichloroacetamides; allylictrichloroacetimidate; gold(I) chloride; Overman rearrangement; water; Introduction
The aza-Claisen rearrangement of