Journal ArticleDOI
A novel one-flask cyclopentannulation involving a dilithiomethane equivalent as a β-connector of two enones. A highly efficient total synthesis of (±)-hirsutene
TLDR
In this article, five and six-membered rings can be constructed in one flask from two different enones and trisphenylthio)methyllithium.About:
This article is published in Tetrahedron.The article was published on 1993-09-03. It has received 41 citations till now. The article focuses on the topics: Enone & Methyllithium.read more
Citations
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Journal ArticleDOI
Carbocycles from donor–acceptor cyclopropanes
TL;DR: This review summarizes research directed towards the formation of carbocyclic adducts from donor-acceptor cyclopropanes and focuses on annulation and cycloaddition reactions mediated by Lewis or protic acid, bases, or thermal conditions.
Journal ArticleDOI
Synthesis of Polyquinane Natural Products: An Update.
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Intermolecular Enolate Heterocoupling: Scope, Mechanism, and Application
TL;DR: This work presents the most in-depth findings on the mechanism of oxidative enolate coupling to date and has been shown to be efficient even on a large scale (gram-scale or greater).
Journal ArticleDOI
Chemoselectivity and the Curious Reactivity Preferences of Functional Groups
TL;DR: This Review discusses various aspects of chemoselectivity that have been addressed in a range of synthetic methods over the past decade and focuses on the proposed mechanistic basis of the reactions under consideration in an attempt to categorize them.
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Scope and mechanism of direct indole and pyrrole couplings adjacent to carbonyl compounds: total synthesis of acremoauxin A and oxazinin 3.
Jeremy M. Richter,Brandon W. Whitefield,Thomas J. Maimone,David W. Lin,M. Pilar Castroviejo,Phil S. Baran +5 more
TL;DR: This coupling protocol appears to operate by a single electron-transfer process requiring generation of an electron-deficient radical adjacent to a carbonyl which is then intercepted by an indole or pyrrole anion.
References
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Journal ArticleDOI
Reduction of Steroid Ketones and other Carbonyl Compounds by Modified Wolff--Kishner Method
TL;DR: In this article, the reduction of C3-steroid ketones by the Wow-Kishner method under usual conditions gives mainly the corresponding Cs-epimeric carbinols with small amounts of the expected Csmethylenic products.
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Organoalkali compounds by radical anion induced reductive metalation of phenyl thioethers
Theodore Cohen,M. Bhupathy +1 more
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Synthesis of 1,4-diketones by oxidative coupling of ketone enolates with copper(II) chloride
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The Wittig Reaction Using Potassium-tert-butoxide High Yield Methylenations of Sterically Hindered Ketones
Lutz Fitjer,Ulrike Quabeck +1 more
TL;DR: Potassium-tert-butoxide is recommended for general use in Wittig reactions with nonstabilized ylides as mentioned in this paper, and it has been used for cyclohexanone and a series of five sterically hindered ketones.
Related Papers (5)
Reaction of dilithiated carboxylic acids with iodine: evidence for the formation of a radical anion intermediate
Philippe Renaud,Marye Anne Fox +1 more