Synthetic Approaches to Diospongins: A Two Decade Journey

Synthetic Approaches to Diospongins: A Two Decade Journey

Tetrahydropyran units having multiple stereogenic centers serve as excellent building blocks for various active pharmaceutical ingredients (APIs). In particular, the presence of the unique molecular architecture of the trisubstituted tetrahydropyran (THP) unit in diospongins enhances their biologica...

Full description

Bibliographic Details
Main Authors:	Krishnaji Tadiparthi, Sourav Chatterjee
Format:	Article
Language:	English
Published:	Georg Thieme Verlag KG 2022-07-01
Series:	SynOpen
Subjects:	diospongins diarylheptanoids tetrahydropyran cross-metathesis hetero-diels–alder reaction asymmetric allylation enzyme resolution oxa-michael addition prins cyclization
Online Access:	http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1720032

Similar Items

A reação de ciclização de prins: uma estratégia eficiente para síntese estereosseletiva de anéis tetraidropirânicos substituídos The prins cyclization reaction: an efficient stractegy for the stereoselective synthesis of substituted tetrahydropyran rings
by: Mário Luiz A. A. Vasconcellos, et al.
Published: (2006-07-01)

First Total Synthesis of Cryptopyranmoscatone A3 and Cryptopyranmoscatone B4
by: A. Maheswara Reddy, et al.
Published: (2018-01-01)

Stereoselective Synthesis of 4-O-Tosyltetrahydropyrans via Prins Cyclization Reaction of Enol Ethers
by: Sujit Sarkar, et al.
Published: (2019-01-01)

Methodology for the Construction of the Bicyclo[4.3.0]nonane Core
by: Nicholas A. Eddy, et al.
Published: (2016-10-01)

Stereoselective Synthesis of Euscapholide and Tetraketide via Prins Cyclisation and Ring-Closing Metathesis
by: Dhanraj O. Biradar, et al.
Published: (2022-11-01)

Synthesis of 2,5-Disubstituted Octahydroquinolin-4-ones via anIntramolecular Hetero Diels-Alder Reaction
by: J. Antonio Palenzuela, et al.
Published: (2007-02-01)

Zn/ZnBr2 Catalysed Reaction of Aldehydes with Allylbromide: Synthesis of 2,6-Disubstituted 4-Bromotetrahydropyrans
by: D. O. Biradar, et al.
Published: (2022-10-01)

Biogenesis of Triterpene Dimers from Orthoquinones Related to Quinonemethides: Theoretical Study on the Reaction Mechanism
by: Mariana Quesadas-Rojas, et al.
Published: (2016-11-01)

Design and synthesis of C3-symmetric molecules bearing propellane moieties via cyclotrimerization and a ring-closing metathesis sequence
by: Sambasivarao Kotha, et al.
Published: (2018-10-01)

Diastereoselective Synthesis of <i>cis</i>-2,6-Disubstituted Dihydropyrane Derivatives through a Competitive Silyl-Prins Cyclization versus Alternative Reaction Pathways
by: Laura F. Peña, et al.
Published: (2023-03-01)

Catalytic, Asymmetric Inverse Electron Demand Hetero Diels-Alder Reactions of o-Benzoquinone Derivatives and Ketene Enolates
by: Daniel H. Paull, et al.
Published: (2007-05-01)

Asimetrik Hetero Diels-Alder Reaksiyonu için Organaokatalizör Olarak Kiral 1,4-Hidroksiarilalkoller (HAROL) ve 1,4-Aminoalkilfenoller (AAP)
by: Erkan ERTÜRK, et al.
Published: (2019-11-01)

Ring-closing metathesis of prochiral oxaenediynes to racemic 4-alkenyl-2-alkynyl-3,6-dihydro-2H-pyrans
by: Viola Kolaříková, et al.
Published: (2020-11-01)

Convenient Synthesis of Functionalized Unsymmetrical Vinyl Disulfides and Their Inverse Electron-Demand Hetero-Diels-Alder Reaction
by: Bartosz Jędrzejewski, et al.
Published: (2021-03-01)

Stereo- and regioselectivity of the hetero-Diels–Alder reaction of nitroso derivatives with conjugated dienes
by: Lucie Brulíková, et al.
Published: (2016-09-01)

Design and synthesis of polycyclic sulfones via Diels–Alder reaction and ring-rearrangement metathesis as key steps
by: Sambasivarao Kotha, et al.
Published: (2015-08-01)

A comparative study of the Au-catalyzed cyclization of hydroxy-substituted allylic alcohols and ethers
by: Berenger Biannic, et al.
Published: (2011-06-01)

3-Phenylpropanal and citral in the multicomponent synthesis of novel thiopyrano[2,3-d]thiazoles
by: Andrii Lozynskyi, et al.
Published: (2022-01-01)

Periselectivity in the Aza-Diels–Alder Reaction of 1-Azadienes with α-Oxoketenes: A Combined Experimental and Theoretical Study
by: Marc Presset, et al.
Published: (2020-10-01)

Reactivity and Synthetic Applications of 4,5-Dicyanopyridazine: An Overview
by: Donatella Giomi, et al.
Published: (2010-03-01)

Recent applications of ring-rearrangement metathesis in organic synthesis
by: Sambasivarao Kotha, et al.
Published: (2015-10-01)

Synthesis of the C1–C9, C11–C19 Pyran Core and C19–C24 Fragments of Macrolactin 3
by: A. Maheshwar Reddy, et al.
Published: (2017-03-01)

First thia-Diels–Alder reactions of thiochalcones with 1,4-quinones
by: Grzegorz Mlostoń, et al.
Published: (2018-07-01)

Tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR). An easy entry to linear bicyclic scaffolds
by: Javier Miró, et al.
Published: (2015-08-01)

Design and synthesis of novel bis-annulated caged polycycles via ring-closing metathesis: pushpakenediol
by: Sambasivarao Kotha, et al.
Published: (2014-11-01)

Preparation and Reaction Chemistry of Novel Silicon-Substituted 1,3-Dienes
by: Partha P. Choudhury, et al.
Published: (2015-09-01)

Domino ring-opening–ring-closing enyne metathesis vs enyne metathesis of norbornene derivatives with alkynyl side chains. Construction of condensed polycarbocycles
by: Ritabrata Datta, et al.
Published: (2018-10-01)

An Asymmetric Synthetic Approach to the A-ring of the Taxol Family of Anti-Cancer Compounds
by: M. L. Marin, et al.
Published: (1998-02-01)

Synthesis of some novel annulated pyrido[2,3-d]pyrimidines via stereoselective intramolecular hetero Diels–Alder reactions of 1-oxa-1,3-butadienes
by: Mohit L. Deb, et al.
Published: (2010-02-01)

Super Brønsted Acid Catalysis in Organic Synthesis
by: Hisashi Yamamoto, et al.
Published: (2007-05-01)

Diels–Alder reactions in confined spaces: the influence of catalyst structure and the nature of active sites for the retro-Diels–Alder reaction
by: Ángel Cantín, et al.
Published: (2016-10-01)

Synthesis of oxa-bridged derivatives from Diels–Alder bis-adducts of butadiene and 1,2,3,4-tetrahalo-5,5-dimethoxycyclopentadiene
by: Faiz Ahmed Khan, et al.
Published: (2010-06-01)

The Role Ionic Liquid [BMIM][PF<sub>6</sub>] in One-Pot Synthesis of Tetrahydropyran Rings through Tandem Barbier–Prins Reaction
by: Poliane K. Batista, et al.
Published: (2019-05-01)

Synthesis of new chiral auxiliares from carbohydrates for Et2AlCl-promoted Diels-Alder reactions
by: Ferreira Vitor F., et al.
Published: (2000-01-01)

A Molecular Electron Density Theory Study of the Competitiveness of Polar Diels–Alder and Polar Alder-ene Reactions
by: Luis R. Domingo, et al.
Published: (2018-07-01)

Synthesis of Polysubstituted Tetrahydropyrans by Stereoselective Hydroalkoxylation of Silyl Alkenols: En Route to Tetrahydropyranyl Marine Analogues
by: Carlos Díez-Poza, et al.
Published: (2018-11-01)

3-(1,2,3-Triazol-4-yl)-β-Carbolines and 3-(1<i>H</i>-Tetrazol-5-yl)-β-Carbolines: Synthesis and Evaluation as Anticancer Agents
by: João L. P. Ribeiro, et al.
Published: (2022-12-01)

Gold(I)-Catalyzed Domino Reaction for Furopyrans Synthesis
by: Marie Ruch, et al.
Published: (2020-10-01)

(-)-Shikimic Acid as a Chiral Building Block for the Synthesis of New Cytotoxic 6-Aza-Analogues of Angucyclinones
by: Natalia Quiñones, et al.
Published: (2018-06-01)

One-pot cross-enyne metathesis (CEYM)–Diels–Alder reaction of gem-difluoropropargylic alkynes
by: Santos Fustero, et al.
Published: (2013-11-01)