Rapid Access to Benzofuran-Based Natural Products through a Concise Synthetic Strategy

2016 ◽  
Vol 2016 (12) ◽  
pp. 2177-2186 ◽  
Author(s):  
Maddali L. N. Rao ◽  
Venneti N. Murty
Keyword(s):  
Natural Products ◽  
Rapid Access ◽  
Synthetic Strategy

scholarly journals Chiral cyclopentadienyl RhIII-catalyzed enantioselective cyclopropanation of electron-deficient olefins enable rapid access to UPF-648 and oxylipin natural products

2019 ◽  
Vol 10 (9) ◽  
pp. 2773-2777 ◽  
Author(s):  
Coralie Duchemin ◽  
Nicolai Cramer
Keyword(s):  
Natural Products ◽  
Rapid Access

Chiral cyclopentadienyl-RhIII complexes catalyze enantioselective cyclopropanations of electron-deficient olefins with N-enoxysuccinimides and are used for syntheses of oxylipins and UPF-648.

scholarly journals Development of a Divergent Route to Erythrina Alkaloids

Synlett ◽  
2020 ◽  
Vol 31 (04) ◽  
pp. 327-333 ◽  
Author(s):  
Jesper L. Kristensen ◽  
Sebastian Clementson ◽  
Mikkel Jessing ◽  
Paulo J. Vital
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
19Th Century ◽  
First Generation ◽  
Second Generation ◽  
Enantioselective Synthesis ◽  
Third Generation ◽  
Synthetic Strategy ◽  
Erythrina Alkaloids ◽  
The 19Th Century

Erythrina alkaloids were identified at the end of the 19th century and today, more than 100 members of the erythrinane family have been isolated. They are characterized by a unique tetracyclic, α-tertiary spiroamine scaffold. Herein we detail our efforts towards the development of a divergent enantioselective synthesis of (+)-dihydro-β-erythroidine (DHβE) – one of the most prominent members of this intriguing family of natural products.1 Introduction2 Synthetic Strategy2.1 First Generation2.2 Second Generation2.3 Third Generation2.3.1 Radical Endgame2.3.2 Completion of the Total Synthesis3 Conclusion

scholarly journals Concise and Gram-Scale Total Synthesis of Lansiumamides A and B and Alatamide

Molecules ◽  
2019 ◽  
Vol 24 (20) ◽  
pp. 3764
Author(s):  
Ran Lin ◽  
Xi Lin ◽  
Qian Su ◽  
Binbin Guo ◽  
Yanqin Huang ◽  
...  
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Synthetic Strategy

The total synthesis of potent anti-obesity lansiumamide B was accomplished in four steps using commercially available materials. The synthetic strategy, featured with copper-catalyzed Buchwald coupling, is concise, convergent, practical and can be carried out on a one-gram scale. This approach could give either Z- or E-configured enamide moiety in natural products with absolute stereocontrol and was applied in the total synthesis of natural products.

ChemInform Abstract: “Aromatic Ring Umpolung”, a Rapid Access to the Main Core of Several Natural Products.

ChemInform ◽  
2010 ◽  
Vol 41 (45) ◽  
pp. no-no
Author(s):  
Kimiaka C. Guerard ◽  
Cyrille Sabot ◽  
Marc-Andre Beaulieu ◽  
Marc-Andre Giroux ◽  
Sylvain Canesi
Keyword(s):  
Natural Products ◽  
Aromatic Ring ◽  
Rapid Access

scholarly journals Synthesis of substituted tetrahydroisoquinolines by lithiation then electrophilic quench

2016 ◽  
Vol 14 (21) ◽  
pp. 4908-4917 ◽  
Author(s):  
Ruaa A. Talk ◽  
Alexia Duperray ◽  
Xiabing Li ◽  
Iain Coldham
Keyword(s):  
Natural Products ◽  
Rapid Access

Lithiation then electrophilic quench of tetrahydroisoquinolines provides access to 1-substituted products. Removal of the N-Boc group allows rapid access to natural products such as (±)-crispine A.

scholarly journals Synthesis of Highly Functionalised Furo[3,4-b]pyrans: Towards the Fungal Metabolite (−)-TAN-2483B

2021 ◽  
Author(s):  
◽  
R.M. Kalpani K. Somarathne
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Cyclopropane Ring ◽  
Ring Expansion ◽  
Ethyl Esters ◽  
Pyran Ring ◽  
Synthetic Strategy ◽  
Alternative Approach ◽  
Synthetic Approaches

<p>Carbohydrate-derived cyclopropanes combine both the stereochemical wealth of carbohydrates and the reactivity of cyclopropanes. A diverse variety of reaction modes for these cyclopropyl carbohydrates can be harnessed for the synthesis of natural products and other targets.  The natural products (−)-TAN-2483A and (−)-TAN-2483B are fungal secondary metabolites displaying a variety of bioactivities such as inhibition of c-src kinase action and parathyroid hormone-induced bone resorption. This thesis described several synthetic approaches to the natural product (−)-TAN-2483B and analogues of (−)-TAN-2483B employing cyclopropane ring expansion.  The synthetic route to (−)-TAN-2483B began with the readily available substrate D-mannose. The pyran ring unsaturation of the natural product was established by a cyclopropanation-ring expansion sequence. A synthetic strategy via dichlorocyclopropane-based intermediates is described in chapter 2. This being unsuccessful, an alternative approach via 2-fomyl-glycal was developed in chapter 3. The chapter 2 and 3 provided a solid background for the achievement of the analogues synthesis illustrated in chapter 4 via dibromocyclopropane. Lewis acid-mediated alkynylation followed by Pdcatalysed carbonylative lactonisation was successfully utilised in the revelation of the furo[3,4-b]pyran ring skeleton. This route afforded analogues of TAN-2483B; the Z-and E-unsaturated ethyl esters 140 and 141 and hydroxy(−)-TAN-2483B 145. The total synthesis of (−)-TAN-2483B was not achieved due to unforeseen obstacles encountered in the deoxygenation of the side arm of 335 (Chapter 4) into the E-propenyl side arm of (−)-TAN-2483B.</p>

scholarly journals A mild catalytic synthesis of 2-oxazolines via oxetane ring-opening: rapid access to a diverse family of natural products

2019 ◽  
Vol 10 (41) ◽  
pp. 9586-9590 ◽  
Author(s):  
Hai Huang ◽  
Wen Yang ◽  
Zuliang Chen ◽  
Zengwei Lai ◽  
Jianwei Sun
Keyword(s):  
Natural Products ◽  
Ring Opening ◽  
Catalytic Synthesis ◽  
Rapid Access ◽  
Oxetane Ring

A new catalytic protocol for the expedient synthesis of oxazolines from oxetanes is developed.

An Optimized and General Synthetic Strategy To Prepare Arylnaphthalene Lactone Natural Products from Cyanophthalides

2017 ◽  
Vol 2017 (13) ◽  
pp. 1704-1712 ◽  
Author(s):  
Taejung Kim ◽  
Kyu Hyuk Jeong ◽  
Ki Sung Kang ◽  
Masaya Nakata ◽  
Jungyeob Ham
Keyword(s):  
Natural Products ◽  
Synthetic Strategy
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