A divergent, versatile synthesis of d-aminoalkenes and related compounds from carbohydrates; selective formation of polyalkoxypiperidines and polyalkoxypyrans.

Robert Brownlee; Jason Dang; Helmut Hügel; Andrew Hughes; Nuriman Nuriman

doi:10.3390/ecsoc-4-01859

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A divergent, versatile synthesis of d-aminoalkenes and related compounds from carbohydrates; selective formation of polyalkoxypiperidines and polyalkoxypyrans.

Robert T. C. Brownlee

¹,

Jason Dang

¹,

Helmut M. Hügel

²,

Andrew B. Hughes

^{*

1},

Nuriman Nuriman

¹ Department of Chemistry, La Trobe University, Bundoora, Victoria 3083, Australia
² Department of Applied Chemistry, RMIT, Plenty Rd, Bundoora, Victoria 3083, Australia

Published: 11 September 2000 by MDPI in The 4th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-4-01859

Abstract: A versatile synthesis of xylose derived d-aminoalkenes is presented. We have previously reported on the stereoselective synthesis of polyhydroxypiperidines.1 An extension to the methodology to incorporate more exotic Nsubstituted compounds was sought. This communication reports, in particular, the result of the completion of a synthetic sequence for the preparation of carbohydrate derived d-aminoalkenes.

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Robert Brownlee

Jason Dang

Helmut Hügel

Andrew Hughes

Nuriman Nuriman