Iterative direct C (sp 3 ) -H functionalization of amines: diastereoselective divergent syntheses of α,α'-disubstituted alicyclic amines

A novel iterative C -H oxygenation/C-C bond formation strategy, which avoids repetitive N-protection/-deprotection steps, was developed for direct α,α'-difunctionalization of alicyclic amines. The method is highly efficient and stereoselective in producing syn-α,α'-disubstituted aliphatic...

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Veröffentlicht in:	Organic & biomolecular chemistry 2017-02, Vol.15 (7), p.1655-1660
Hauptverfasser:	Mahato, Sujit, Jana, Chandan K
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Sprache:	eng
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container_title	Organic & biomolecular chemistry
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creator	Mahato, Sujit Jana, Chandan K
description	A novel iterative C -H oxygenation/C-C bond formation strategy, which avoids repetitive N-protection/-deprotection steps, was developed for direct α,α'-difunctionalization of alicyclic amines. The method is highly efficient and stereoselective in producing syn-α,α'-disubstituted aliphatic N-heterocycles. Synthetic potential and practicability of the method was demonstrated by an easy and straightforward synthesis of neuroactive alkaloid nor-lobelane and its derivatives.
doi_str_mv	10.1039/c6ob02257j
format	Article
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source	Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
title	Iterative direct C (sp 3 ) -H functionalization of amines: diastereoselective divergent syntheses of α,α'-disubstituted alicyclic amines
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