Journal ArticleDOI
Acyclic stereoselection. 21. Synthesis of an ionophore synthon having four asymmetric carbons by sequential aldol addition, claisen rearrangement and hydroboration
TLDR
In this article, the Ireland variant of the Claisen rearrangement was used to transform unsaturated acid into unsaturated alcohol, which is then hydroborated to obtain homoallylic alcohols.About:
This article is published in Tetrahedron Letters.The article was published on 1984-01-01. It has received 17 citations till now. The article focuses on the topics: Claisen rearrangement & Hydroboration.read more
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Stereochemical control of nature's biosynthetic pathways:A general strategy for the synthesis 0f polypropionate-derived structural units from a single chiral progenitor
Stephen Hanessian,P.J. Murray +1 more
TL;DR: A general strategy that permits the stereocontrolled construction of acyclic chains containing vicinal and/or alternating alkyl and hydroxy substitutents is presented in this article.
Journal ArticleDOI
Über den sterischen Verlauf der Umsetzung von Enaminen aus offenkettigen Aldehyden und Ketonen mit Nitroolefinen zu 2,3‐disubstituierten 4‐Nitroketonen
TL;DR: In this paper, the stereochemical course of the title reaction is predicted by a topological rule, and it is assumed that the other nitro-ketones are also formed by (lk)-combination of the trigonal centers of the educts (diastereoselectivity > 90%).
Journal ArticleDOI
threo/erythro‐Assignment of 1,3‐diol derivatives based on 13C NMR spectra
TL;DR: The NMR spectra of 1,3-diols and γ-alkoxy alcohols indicate that these compounds exist predominantly in a hydrogen bonded conformation as discussed by the authors.
Journal ArticleDOI
Stereoselektive Synthese von Bausteinen mit drei aufeinanderfolgenden stereogenen Zentren, wichtigen Vorstufen für polyketide Naturstoffe
TL;DR: In this paper, aufgeklarten Strukturen vieler Naturstoffe polyketiden Ursprungs enthalten oft noch langere Sequenzen stereogener Zentren, in denen hydroxysubstituierte sekundare Kohlenstoffatome with tertiaren Kohlen stoffatomen abwechseln.
Journal ArticleDOI
Total Synthesis of Myxalamide A.
TL;DR: The polyene antibiotic myxalamide A has been prepared by total synthesis and illustrates a useful strategy for synthesis in which the high 1,2-stereocontrol achievable with the aldol reaction can be parlayed by other stereoselective processes so as to give compounds having two or more stereocenters with remote relationships.
References
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Acyclic stereoselection—13 : Aryl esters: reagents for threo-aldolization
TL;DR: In this paper, Li enolates of hindered aryl esters condense with aldehydes to give predominantly threo aldols, with a ratio of 6.5:1.
Journal ArticleDOI
Synthetic studies on polyether antibiotics. 5. Total synthesis of monensin. 2. Stereocontrolled synthesis of the right half of monensin
Journal ArticleDOI
Acyclic stereoselection. 15. Sequential aldol-claisen as a method for 1,5-stereoselection. Total synthesis of the vitamin-E side chain
Clayton H. Heathcock,Jarvi Esa T +1 more
TL;DR: In this paper, the side chain of α-tocopherol was synthesized in a stereoselective route involving an aldol condensation-Claisen rearrangement sequence.
Related Papers (5)
Acyclic stereoselection. 15. Sequential aldol-claisen as a method for 1,5-stereoselection. Total synthesis of the vitamin-E side chain
Clayton H. Heathcock,Jarvi Esa T +1 more