Literature DB >> 15727473

Stereocontrolled synthesis of angularly substituted 1-azabicyclic rings by cationic 2-aza-cope rearrangements.

Zachary D Aron1, Larry E Overman.   

Abstract

A new synthesis of 1-azabicyclic molecules having angular substitution is reported. This method can be employed to prepare a range of 1-azabicylic rings, including ones containing vicinal quaternary carbon centers and three contiguous stereocenters. [structure: see text]

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Year:  2005        PMID: 15727473     DOI: 10.1021/ol047330z

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  The Domino Way to Heterocycles.

Authors:  Albert Padwa; Scott K Bur
Journal:  Tetrahedron       Date:  2007-06-18       Impact factor: 2.457

2.  Bisphosphine-catalyzed mixed double-Michael reactions: asymmetric synthesis of oxazolidines, thiazolidines, and pyrrolidines.

Authors:  Vardhineedi Sriramurthy; Gregg A Barcan; Ohyun Kwon
Journal:  J Am Chem Soc       Date:  2007-10-09       Impact factor: 15.419

3.  Selective synthesis of 5- or 6-aryl octahydrocyclopenta[b]pyrroles from a common precursor through control of competing pathways in a Pd-catalyzed reaction.

Authors:  Joshua E Ney; John P Wolfe
Journal:  J Am Chem Soc       Date:  2005-06-22       Impact factor: 15.419

4.  Enantioselective synthesis of angularly substituted 1-azabicyclic ring systems: dynamic kinetic resolution using aza-Cope rearrangements.

Authors:  Tatsuya Ito; Larry E Overman; Jocelyn Wang
Journal:  J Am Chem Soc       Date:  2010-03-17       Impact factor: 15.419

5.  Enantioselective synthesis of angularly substituted 1-azabicylic rings: coupled dynamic kinetic epimerization and chirality transfer.

Authors:  Zachary D Aron; Tatsuya Ito; Tricia L May; Larry E Overman; Jocelyn Wang
Journal:  J Org Chem       Date:  2013-09-10       Impact factor: 4.354

6.  Lewis acidic FeCl3 promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate.

Authors:  Karthik Gadde; Jonas Daelemans; Bert U W Maes; Kourosch Abbaspour Tehrani
Journal:  RSC Adv       Date:  2019-06-07       Impact factor: 3.361

  6 in total

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