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Journal ArticleDOI

Chiral, biomimetic total synthesis of (−)-aplysistatin

Hong Ming Shieh, +1 more
- 01 Jan 1982 - 
- Vol. 23, Iss: 45, pp 4643-4646
TLDR
The marine antineoplastic agent aplysistatin (6 ) has been prepared enantiospecifically as mentioned in this paper, and the key step is the biomimetic cyclization of (2R, 3R)-2-homogeranyl-3,4-dihydroxybutanoic acid 1 4 lactone (3 )_with 2,4, 4,6-tetrabromocyclohexa-2,5-dienone in nitromethane.
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This article is published in Tetrahedron Letters.The article was published on 1982-01-01. It has received 54 citations till now. The article focuses on the topics: Total synthesis.

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Citations
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Journal ArticleDOI

The Role of Vanadium Bromoperoxidase in the Biosynthesis of Halogenated Marine Natural Products

TL;DR: The structure and catalytic activity of vanadium haloperoxidases is reviewed herein, including the importance of V-HPO-catalyzed bromination and cyclization of terpene substrates.
Journal ArticleDOI

Stereoselective Halogenation in Natural Product Synthesis

TL;DR: This Review critically discusses the methods and strategies used for stereoselective introduction of halogen atoms in the context of natural product synthesis, as well as existing methods that have not yet seen application in complex molecule synthesis.
Journal ArticleDOI

Simple Reagents for Direct Halonium-Induced Polyene Cyclizations

TL;DR: A readily prepared and stable class of reagents capable of effecting such transformations for a wide range of electron-rich and -deficient terpenes derived from geraniol, farnesol, and nerol is described, thereby enabling the effective synthesis of a diverse array of complex chlorine-, bromine-, and iodine-containing polycyclic frameworks.
Journal ArticleDOI

Halogenated Organic Molecules of Rhodomelaceae Origin: Chemistry and Biology

TL;DR: This poster presents a probabilistic method to estimate the iron content of nanoporous nanoporous materials and its applications in medicine and engineering and shows promising results.
Journal ArticleDOI

Vanadium Bromoperoxidase-Catalyzed Biosynthesis of Halogenated Marine Natural Products

TL;DR: Vanadium bromoperoxidase's role in the biosynthesis of brominated cyclic sesquiterpene structures from marine red algae for the first time is established.
References
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Journal ArticleDOI

Über die Stereospezifität der α‐Alkylierung von β‐Hydroxycarbonsäureestern. Vorläufige Mitteilung

TL;DR: In this article, the stereospecific α-alkylation of β-hydroxyesters with lithium diisopropylamide (LDA) at −50 to −20° was found.
Journal ArticleDOI

Synthesis of optically active forms of ipsdienol and ipsenol : The pheromone components of ips bark beetles

TL;DR: In this paper, the S-configuration of the naturally occurring (+)-ipsdienol was described and a new synthesis of (R)-(+)-ipsenol 2″ and its antipode 2' was also described.
Journal ArticleDOI

Total synthesis of (S)-12-hydroxy-5,8,14-cis,-10-trans-eicosatetraenoic acid (Samuelsson's HETE)

TL;DR: In this article, the Titelverbindung (Xb) wird durch Kondensation des aus dem Phosphoniumsalz (V) erhaltlichen Ylids (IX) with dem (unbestandigen) Aldehyd (VIII) and alkalische Hydrolyse des entstandenen Esters (X) (keine Ausb.-Angabe) synthetisiert.
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