Journal ArticleDOI
Synthetic and Mechanistic Studies of the Retro-Claisen Rearrangement. 3. A Route to Enantiomerically Pure Vinyl Cyclobutane Diesters via a Highly Diastereoselective Syn SN2‘ Reaction and Their Rearrangement to Enantiomerically Pure Dihydrooxacenes
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This article is published in Journal of Organic Chemistry.The article was published on 1997-09-19. It has received 33 citations till now. The article focuses on the topics: Claisen rearrangement & Cyclobutane.read more
Citations
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Journal ArticleDOI
Enantiomerically pure cyclobutane derivatives and their use in organic synthesis.
Journal ArticleDOI
Synthesis of (1R,2S)-1-amino-2-vinylcyclopropanecarboxylic acid vinyl-ACCA) derivatives: key intermediates for the preparation of inhibitors of the hepatitis C virus NS3 protease.
Pierre L. Beaulieu,James Gillard,Murray D. Bailey,Colette Boucher,and Jean-Simon Duceppe,Bruno Simoneau,Xiao-Jun Wang,Li Zhang,Grozinger Karl G,and Ioannis Houpis,Vittorio Farina,Heidi Heimroth,and Thomas Krueger,Jürgen Schnaubelt +13 more
TL;DR: A scalable process that delivers derivatives of this unusual amino acid in >99% ee using a readily available, inexpensive esterase enzyme is developed and scaled up to produce multikilogram quantities of this building block.
Journal ArticleDOI
Saturated oxygen heterocycles
TL;DR: In this article, the authors present a review of the work of this article on the Perkin Transformer Transformer and its application in the area of bioengineering, including the following:
Journal ArticleDOI
Enantioselective Total Synthesis of (+)-Salvileucalin B
TL;DR: An enantioselective total synthesis of the diterpenoid natural product (+)-salvileucalin B is reported, with key findings include a copper-catalyzed arene cyclopropanation reaction to provide the unusual norcaradiene core and a reversible retro-Claisen rearrangement of a highly functionalized nor caradiene intermediate.
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α-Diazo-β-ketonitriles: uniquely reactive substrates for arene and alkene cyclopropanation.
Roger R. Nani,Sarah E. Reisman +1 more
TL;DR: It is revealed that α-diazo-β-ketonitriles exhibit unique reactivity in their ability to undergo arene cyclopropanation reactions; other similar acceptor-acceptor-substituted diazo substrates instead produce mixtures of C-H insertion and dimerization products.
References
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Readily accessible 12-I-5 oxidant for the conversion of primary and secondary alcohols to aldehydes and ketones
D. B. Dess,J. C. Martin +1 more
TL;DR: Conversion de cyclohexanol, octanol, alcool benzylique and des alcools dimethoxy-and trimethoxy benzyliques par oxydation avec le triacetoxy-1, 1, 1 benzoiodoxole-1 2 one-3
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.alpha.-Methoxy-.alpha.-trifluoromethylphenylacetic acid, a versatile reagent for the determination of enantiomeric composition of alcohols and amines
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Asymmetric Diels-Alder cycloaddition reactions with chiral .alpha.,.beta.-unsaturated N-acyloxazolidinones
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Nucleophilic and organometallic displacement reactions of allylic compounds: stereo-and regiochemistry
TL;DR: In this paper, stereo and regiochemical aspects of three reaction types: the SN2' reaction (bimolecular nucleophilic substitution with allylic rearrangement); displacement reactions effected by organometallic reagents; the conversion of allylic alcohols into halides.
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Cyclizations via Palladium-Catalyzed Allylic Alkylations [New Synthetic Methods (79)]
TL;DR: In this article, a transition-metal-catalyzed cyclization was proposed to generate medium (eight-, nine-, ten-, and eleven-membered) and large rings in preference to normal (five-, six-and seven-mbered) rings.