Synthesis of enantiopure trans-N-Boc-3-aminobicyclo[2.2.2]octane-2-carboxylic acids and their bicyclic 1,3-amino alcohol derivatives via the [4+2] cycloaddition of 1,3-cyclohexadiene to a chiral β-nitroacrylate-Reference-Cited by-同舟云学术

Synthesis of enantiopure trans-N-Boc-3-aminobicyclo[2.2.2]octane-2-carboxylic acids and their bicyclic 1,3-amino alcohol derivatives via the [4+2] cycloaddition of 1,3-cyclohexadiene to a chiral β-nitroacrylate

Published:2010-10-06 Issue:3 Volume:23 Page:245-249
ISSN:0899-0042
Container-title:Chirality
language:en
Short-container-title:Chirality

Author:

Calmes Monique,Escale Françoise,Didierjean Claude,Martinez Jean

Publisher

Wiley

Subject

Organic Chemistry,Spectroscopy,Drug Discovery,Pharmacology,Catalysis,Analytical Chemistry

Link

http://onlinelibrary.wiley.com/wol1/doi/10.1002/chir.20906/fullpdf

Reference42 articles.

1. The Nitro Group in Organic Synthesis

2. Asymmetric synthesis of the putative structure of (-)-oryzoxymycin;Bunnage;Org Lett,2003

3. Stereoselective routes to polyhydroxylated cyclohexyl-β-amino acids;Masesane;Synlett,2003

4. Uncatalyzed solventless Diels-Alder reaction of 2-amino-3-nitroacrylate: synthesis of new epimeric 2-amino-3-nitro-norbornene- and norbornane-2-carboxylic acids;Caputo;Tetrahedron,2006

5. The oxanorbornene approach to 3-hydroxy, 3,4-dihydroxy and 3,4,5-trihydroxy derivatives of 2-aminocyclohexanecarboxylic acid;Masesane;Beilstein J Org Chem,2006

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