Literature DB >> 20356106

Synthesis and structural analysis of a new class of azaspiro[3.3]heptanes as building blocks for medicinal chemistry.

Johannes A Burkhard1, Carine Guérot, Henner Knust, Mark Rogers-Evans, Erick M Carreira.   

Abstract

Straightforward access toward previously unreported substituted, heterocyclic spiro[3.3]heptanes is disclosed. These spirocyclic systems may be considered as alternatives to 1,3-heteroatom-substituted cyclohexanes, which are otherwise insufficiently stable to allow their use in drug discovery. Conformational details are discussed on the basis of X-ray crystallographic structures.

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Year:  2010        PMID: 20356106     DOI: 10.1021/ol1003302

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


  12 in total

1.  Pd-catalyzed arylation of linear and angular spirodiamine salts under aerobic conditions.

Authors:  Sean W Reilly; Nikaela W Bryan; Robert H Mach
Journal:  Tetrahedron Lett       Date:  2016-12-23       Impact factor: 2.415

2.  Hexadehydro-Diels-Alder (HDDA)-Enabled Carbazolyne Chemistry: Single Step, de Novo Construction of the Pyranocarbazole Core of Alkaloids of the Murraya koenigii (Curry Tree) Family.

Authors:  Tao Wang; Thomas R Hoye
Journal:  J Am Chem Soc       Date:  2016-10-13       Impact factor: 15.419

3.  Gold-catalyzed one-step practical synthesis of oxetan-3-ones from readily available propargylic alcohols.

Authors:  Longwu Ye; Weimin He; Liming Zhang
Journal:  J Am Chem Soc       Date:  2010-06-30       Impact factor: 15.419

4.  A flexible and stereoselective synthesis of azetidin-3-ones through gold-catalyzed intermolecular oxidation of alkynes.

Authors:  Longwu Ye; Weimin He; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-04       Impact factor: 15.336

5.  Catalytic Arylboration of Spirocyclic Cyclobutenes: Rapid Access to Highly Substituted Spiro[3.n]alkanes.

Authors:  Amit Kumar Simlandy; Mao-Yun Lyu; M Kevin Brown
Journal:  ACS Catal       Date:  2021-10-06       Impact factor: 13.700

6.  Synthesis and minisci reactions of organotrifluoroborato building blocks.

Authors:  Marc Presset; Nicolas Fleury-Brégeot; Daniel Oehlrich; Frederik Rombouts; Gary A Molander
Journal:  J Org Chem       Date:  2013-04-17       Impact factor: 4.354

7.  Synthesis and profiling of a diverse collection of azetidine-based scaffolds for the development of CNS-focused lead-like libraries.

Authors:  Jason T Lowe; Maurice D Lee; Lakshmi B Akella; Emeline Davoine; Etienne J Donckele; Landon Durak; Jeremy R Duvall; Baudouin Gerard; Edward B Holson; Adrien Joliton; Sarathy Kesavan; Berenice C Lemercier; Haibo Liu; Jean-Charles Marié; Carol A Mulrooney; Giovanni Muncipinto; Morgan Welzel-O'Shea; Laura M Panko; Ann Rowley; Byung-Chul Suh; Meryl Thomas; Florence F Wagner; Jingqiang Wei; Michael A Foley; Lisa A Marcaurelle
Journal:  J Org Chem       Date:  2012-08-10       Impact factor: 4.354

8.  Strain-Release Driven Spirocyclization of Azabicyclo[1.1.0]butyl Ketones.

Authors:  Jasper L Tyler; Adam Noble; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2021-04-16       Impact factor: 15.336

9.  Asymmetric synthesis of 2-substituted oxetan-3-ones via metalated SAMP/RAMP hydrazones.

Authors:  Joanna V Geden; Benjamin O Beasley; Guy J Clarkson; Michael Shipman
Journal:  J Org Chem       Date:  2013-11-11       Impact factor: 4.354

10.  Oxetanyl peptides: novel peptidomimetic modules for medicinal chemistry.

Authors:  Martin McLaughlin; Ryo Yazaki; Thomas C Fessard; Erick M Carreira
Journal:  Org Lett       Date:  2014-07-28       Impact factor: 6.005

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