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Literature DB >> 11093209

Enantioselective Total Synthesis of (+)-Gelsemine: Determination of Its Absolute Configuration This work was supported in part by the Ministry of Education, Sports, and Culture, Japan. S.Y. thanks the JSPS for a predoctoral fellowship.

Abstract

Entities: Chemical

Year: 2000 PMID： 11093209 DOI： 10.1002/1521-3773(20001117)39:22<4073::aid-anie4073>3.0.co;2-v

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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7 in total

1. Use of the intramolecular Heck reaction for forming congested quaternary carbon stereocenters. Stereocontrolled total synthesis of (+/-)-gelsemine.

Authors: Andrew Madin; Christopher J O'Donnell; Taeboem Oh; David W Old; Larry E Overman; Matthew J Sharp
Journal: J Am Chem Soc Date: 2005-12-28 Impact factor: 15.419

2. Aza-cope rearrangement-mannich cyclizations for the formation of complex tricyclic amines: stereocontrolled total synthesis of (+/-)-gelsemine.

Authors: William G Earley; Jon E Jacobsen; Andrew Madin; G Patrick Meier; Christopher J O'Donnell; Taeboem Oh; David W Old; Larry E Overman; Matthew J Sharp
Journal: J Am Chem Soc Date: 2005-12-28 Impact factor: 15.419

3. Chirality Transfer and Asymmetric Catalysis: Two Strategies toward the Enantioselective Formal Total Synthesis of (+)-Gelsenicine.

Authors: Phil C Knutson; Haofan Ji; Christopher M Harrington; Yan-Ting Ke; Eric M Ferreira
Journal: Org Lett Date: 2022-07-07 Impact factor: 6.072

4. Double conjugate addition of a nitropropionate ester to a quinone monoketal: synthesis of an advanced intermediate to (+/-)-gelsemine.

Authors: Scott Grecian; Jeffrey Aubé
Journal: Org Lett Date: 2007-07-12 Impact factor: 6.005

Enantioselective Total Synthesis of (+)-Gelsemine: Determination of Its Absolute Configuration This work was supported in part by the Ministry of Education, Sports, and Culture, Japan. S.Y. thanks the JSPS for a predoctoral fellowship.

1. Use of the intramolecular Heck reaction for forming congested quaternary carbon stereocenters. Stereocontrolled total synthesis of (+/-)-gelsemine.

2. Aza-cope rearrangement-mannich cyclizations for the formation of complex tricyclic amines: stereocontrolled total synthesis of (+/-)-gelsemine.

3. Chirality Transfer and Asymmetric Catalysis: Two Strategies toward the Enantioselective Formal Total Synthesis of (+)-Gelsenicine.

4. Double conjugate addition of a nitropropionate ester to a quinone monoketal: synthesis of an advanced intermediate to (+/-)-gelsemine.

Review 5. Recent applications of the divinylcyclopropane-cycloheptadiene rearrangement in organic synthesis.

6. Total synthesis of (+)-gelsemine via an organocatalytic Diels-Alder approach.

7. Construction of vicinal 4°/3°-carbons via reductive Cope rearrangement.