Sequential nucleophilic addition/intramolecular cycloaddition to chiral nonracemic cyclic nitrones: a highly stereoselective approach to polyhydroxynortropane alkaloids.

I, Delso; T, Tejero; A, Goti; P, Merino

doi:10.1021/jo200315k

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Sequential nucleophilic addition/intramolecular cycloaddition to chiral nonracemic cyclic nitrones: a highly stereoselective approach to polyhydroxynortropane alkaloids.

Shared by NobleBlocks on Apr 29, 2011 • 12:00 AM UTC

Authors:

Delso I

Tejero T

Goti A

Abstract

Two new polyhydroxylated nortropane analogues closely related with Calystegines have been prepared in excellent chemical yields and complete selectivity. A synthetic strategy based on consecutive nucleophilic allylation, oxidation, and intramolecular dipolar cycloaddition was developed. The formatio...

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