Concise Total Synthesis of Curvulone B-Reference-Cited by-同舟云学术

Concise Total Synthesis of Curvulone B

Published:2020-10-26 Issue:07 Volume:32 Page:685-688
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Mohapatra Debendra K.¹²,Banoth Shivalal¹²,Choudhury Utkal Mani¹²,Marumudi Kanakaraju³,Kunwar Ajit C.³

Affiliation:

1. Department of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology

2. Academy of Scientific and Innovative Research (AcSIR)

3. Centre for NMR and Structural Chemistry, CSIR-Indian Institute of Chemical Technology

Abstract

AbstractA concise and convergent stereoselective synthesis of curvulone B is described. The synthesis utilized a tandem isomerization followed by C–O and C–C bond-forming reactions following Mukaiyama-type aldol conditions for the construction of the trans-2,6-disubstituted dihydropyran ring system as the key steps. Other important features of this synthesis are a cross-metathesis, epimerization, and Friedel–Crafts acylation.

Funder

Science and Engineering Research Board

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1297-6838.pdf

Reference11 articles.

1. Curvularin-Type Metabolites from the Fungus Curvularia sp. Isolated from a Marine Alga

2. Total synthesis of curvulone B and a proposed structure for dothiorelone B; determination of the configuration of curvulone B and structural revision of phomopsin A

3. Assignment of the absolute configuration of zwitterionic and neutral macropodumines by means of TDDFT CD calculations

4. Synthesis of Curvulone B Using the 2-Chlorobenzyl Protecting Group

5. A Unified Synthetic Approach to Optically Pure Curvularin-Type Metabolites

Cited by 2 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Mukaiyama aldol reaction: an effective asymmetric approach to access chiral natural products and their derivatives/analogues;RSC Advances;2023

2. Six-membered ring systems: with O and/or S atoms;Progress in Heterocyclic Chemistry;2023