Carbohydrate-auxiliary assisted preparation of enantiopure 1,2-oxazine derivatives and aminopolyols

Carbohydrate-auxiliary assisted preparation of enantiopure 1,2-oxazine derivatives and aminopolyols

An approach to enantiopure hydroxylated 2H-1,2-oxazine derivatives is presented utilizing the [3 + 3] cyclisation of lithiated alkoxyallenes and an L-erythrose-derived N-glycosyl nitrone as precursors. This key step proceeded only with moderate diastereoselectivity, but allowed entry into both enant...

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Bibliographic Details
Main Authors: Marcin Jasiński, Dieter Lentz, Hans-Ulrich Reissig
Format: Article
Language:English
Published: Beilstein-Institut 2012-04-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
aminopolyols
carbohydrates
chiral auxiliaries
lithiated alkoxyallenes
1,2-oxazines
pyrroles
pyrrolidines
samarium diiodide
Online Access:https://doi.org/10.3762/bjoc.8.74

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