Literature DB >> 12812466

The first total synthesis of nakadomarin A.

Toshiaki Nagata1, Masako Nakagawa, Atsushi Nishida.   

Abstract

(-)-Nakadomarin A is a member of manzamine alkaloid isolated from a marine sponge and have a unique hexacyclic structure. The first total synthesis of (+)-nakadomarin A, an enantiomer of natural product, has been accomplished from stereochemically defined 4-oxopiperidin-3-carboxylic acid derivative. The synthesis established the structure of nakadomarin A including absolute configuration.

Entities:  

Mesh:

Substances:

Year:  2003        PMID: 12812466     DOI: 10.1021/ja034464j

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  14 in total

Review 1.  Antiplasmodial marine natural products in the perspective of current chemotherapy and prevention of malaria: a review.

Authors:  Dominique Laurent; Francesco Pietra
Journal:  Mar Biotechnol (NY)       Date:  2006-03-30       Impact factor: 3.619

2.  STUDIES DIRECTED TOWARD THE SYNTHESIS OF NAKADOMARIN A.

Authors:  Thomas Haimowitz; Mark E Fitzgerald; Jeffrey D Winkler
Journal:  Tetrahedron Lett       Date:  2011-04-27       Impact factor: 2.415

3.  Enantioselective approach to quinolizidines: total synthesis of cermizine D and formal syntheses of senepodine G and cermizine C.

Authors:  Nagarathanam Veerasamy; Erik C Carlson; Nathan D Collett; Mrinmoy Saha; Rich G Carter
Journal:  J Org Chem       Date:  2013-04-29       Impact factor: 4.354

4.  A versatile enantioselective synthesis of azabicyclic ring systems: a concise total synthesis of (+)-grandisine D and unnatural analogues.

Authors:  Olugbeminiyi O Fadeyi; Timothy J Senter; Kristopher N Hahn; Craig W Lindsley
Journal:  Chemistry       Date:  2012-03-30       Impact factor: 5.236

5.  Furan-iminium cation cyclization (FIC) in a total synthesis of manzamine alkaloids.

Authors:  Kazuyuki Tokumaru; Toshiyuki Ohfusa; Shigeru Arai; Atsushi Nishida
Journal:  J Antibiot (Tokyo)       Date:  2016-03-09       Impact factor: 2.649

6.  Total synthesis of (-)-nakadomarin A.

Authors:  Mark G Nilson; Raymond L Funk
Journal:  Org Lett       Date:  2010-11-05       Impact factor: 6.005

7.  A General, Enantioselective Synthesis of 1-Azabicyclo[m.n.0]alkane Ring Systems.

Authors:  Timothy J Senter; Michael L Schulte; Leah C Konkol; Tyler E Wadzinski; Craig W Lindsley
Journal:  Tetrahedron Lett       Date:  2013-03-27       Impact factor: 2.415

8.  Enantioselective rhodium-catalyzed [4+2+2] cycloaddition of dienyl isocyanates for the synthesis of bicyclic azocine rings.

Authors:  Robert T Yu; Rebecca Keller Friedman; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2009-09-23       Impact factor: 15.419

9.  Efficient and selective formation of macrocyclic disubstituted Z alkenes by ring-closing metathesis (RCM) reactions catalyzed by Mo- or W-based monoaryloxide pyrrolide (MAP) complexes: applications to total syntheses of epilachnene, yuzu lactone, ambrettolide, epothilone C, and nakadomarin A.

Authors:  Chenbo Wang; Miao Yu; Andrew F Kyle; Pavol Jakubec; Darren J Dixon; Richard R Schrock; Amir H Hoveyda
Journal:  Chemistry       Date:  2013-01-23       Impact factor: 5.236

10.  Synthesis of macrocyclic natural products by catalyst-controlled stereoselective ring-closing metathesis.

Authors:  Miao Yu; Chenbo Wang; Andrew F Kyle; Pavol Jakubec; Darren J Dixon; Richard R Schrock; Amir H Hoveyda
Journal:  Nature       Date:  2011-11-02       Impact factor: 49.962

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.