Literature DB >> 17081004

Total synthesis of (-)-normalindine via addition of metalated 4-methyl-3-cyanopyridine to an enantiopure sulfinimine.

Franklin A Davis1, Jeffrey Y Melamed, Steven S Sharik.   

Abstract

A concise total asymmetric synthesis of the tetrahydronaphthyridine alkaloid (-)-normalindine has been accomplished via the addition of a laterally metalated 4-methyl-3-cyanopyridine to a sulfinimine (N-sulfinyl imine) as the key step.

Entities:  

Mesh：

Substances：

Year:  2006        PMID： 17081004      PMCID： PMC2543119          DOI： 10.1021/jo061443+

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  4 in total

1.  Asymmetric synthesis of the protoberberine alkaloid (S)-(-)-xylopinine using enantiopure sulfinimines.

Authors:  Franklin A Davis; Pradyumna K Mohanty
Journal:  J Org Chem       Date:  2002-02-22       Impact factor: 4.354

2.  Sulfinimine-mediated asymmetric synthesis of 1,3-disubstituted tetrahydroisoquinolines: a stereoselective synthesis of cis- and trans-6,8-dimethoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline.

Authors:  F A Davis; P K Mohanty; D M Burns; Y W Andemichael
Journal:  Org Lett       Date:  2000-11-30       Impact factor: 6.005

3.  Indole alkaloids with in vitro antiproliferative activity from the ammoniacal extract of Nauclea orientalis.

Authors:  C A Erdelmeier; U Regenass; T Rali; O Sticher
Journal:  Planta Med       Date:  1992-02       Impact factor: 3.352

4.  The isolation of Nb-methyl-antirhine, malindine and isomalindine from Strychnos usambarensis.

Authors:  M Caprasse; D Tavernier; M J Anteunis; L Angenot
Journal:  Planta Med       Date:  1984-02       Impact factor: 3.352
  4 in total
  3 in total

1.  Synthesis of C3,C4-Disubstituted Indoles via the Palladium/Norbornene-Catalyzed ortho-Amination/ipso-Heck Cyclization.

Authors:  Alexander J Rago; Guangbin Dong
Journal:  Org Lett       Date:  2021-04-26       Impact factor: 6.072

2.  Structure units oriented approach towards collective synthesis of sarpagine-ajmaline-koumine type alkaloids.

Authors:  Wen Chen; Yonghui Ma; Wenyan He; Yinxia Wu; Yuancheng Huang; Yipeng Zhang; Hongchang Tian; Kai Wei; Xiaodong Yang; Hongbin Zhang
Journal:  Nat Commun       Date:  2022-02-17       Impact factor: 17.694

Review 3.  Applications of aryl-sulfinamides in the synthesis of N-heterocycles.

Authors:  Rose Mary Philip; G S Susan Treesa; Salim Saranya; Gopinathan Anilkumar
Journal:  RSC Adv       Date:  2021-06-08       Impact factor: 4.036
  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.