A rapid and efficient cycloaddition of simple imines with activated dienes leading to amino sugars; Unusually high “chelation-controlled” diastereoselectivity in the addition to an α,β-dihydroxy imine protected as a ketal.-Reference-Cited by-同舟云学术

A rapid and efficient cycloaddition of simple imines with activated dienes leading to amino sugars; Unusually high “chelation-controlled” diastereoselectivity in the addition to an α,β-dihydroxy imine protected as a ketal.

Published:1988 Issue:37 Volume:29 Page:4653-4656
ISSN:0040-4039
Container-title:Tetrahedron Letters
language:en
Short-container-title:Tetrahedron Letters

Author:

Midland M.Mark,McLoughlin Jim I.

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference33 articles.

1. High threo diastereoselectivity via europium(III)-catalyzed cyclocondensation of a silyloxy diene with .alpha.-alkoxy aldehydes. Synthesis of (-)pestalotin

2. On the scope, mechanism and stereochemistry of the Lewis acid catalyzed cyclocondensation of activated dienes with aldehydes: an application to the erythronolide problem

3. Chelation-controlled facially selective cyclocondensation reactions of chiral alkoxy aldehydes: syntheses of a mouse androgen and of a carbon-linked disaccharide

4. A new approach to the synthesis of hexoses: an entry to (.+-.)-fucose and (.+-.)-daunosamine

5. A totally synthetic route to lincosamine: some observations on the diastereofacial selectivity of electrophilic reactions on the double bonds of various 5-(1-alkenyl)arabinopyranosides

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