Journal ArticleDOI
A new method for the preparation of tertiary butyl ethers and esters
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TLDR
T-butyl 2,2,2-trichloroacetimidate is an efficient reagent for the preparation of t- butyl ethers and esters in the presence of a catalytic amount of boron trifluoride etherate.About:
This article is published in Tetrahedron Letters.The article was published on 1988-01-01. It has received 152 citations till now. The article focuses on the topics: Trichloroacetonitrile & Boron trifluoride.read more
Citations
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Journal ArticleDOI
4,8-Disubstituted Bicyclo[3.3.1]nona-2,6-dienes as Chiral Ligands for Rh-Catalyzed Asymmetric 1,4-Addition Reactions
TL;DR: In this paper, a 2-symmetric chiral diene ligands based on 4,8-endo,endo-disubstituted bicyclo[3.3.1]nona-2,6-diene framework have been designed and synthesized.
Journal ArticleDOI
Acid- and isobutylene-free synthesis of t-butyl ethers by in situ formation of 2-t-butoxy-1-methylpyridinium triflate
TL;DR: In this paper, the title reagent is formed in situ by alkylation of 2-t-butoxypyrine and the subsequent addition of an alcohol substrate leads to the formation of t-butyl ethers without the need for isobutylene gas or acid activators.
Journal ArticleDOI
Alkyl ether analogs of the FK-506 related, immunosuppressive macrolide L-683,590 (ascomycin)
Mark T. Goulet,Derek W. Hodkey,Mary Jo Staruch,Francis J. Dumont,John G. Cryan,William H. Parsons,Matthew J. Wyvratt +6 more
TL;DR: In this paper, 32-O-Ether derivatives of L-683,590 have been prepared by alkylation with various alkyl, alkenyl, and alkynyl 2,2,2-trichloroacetimidates.
Journal ArticleDOI
Tert-butyl esters of N-protected amino acids with tert-butyl fluorocarbonate (Boc-F)
TL;DR: Tert-butyl fluorocarbonate (Boc-F) is efficiently used for the synthesis of N-protected amino acids as mentioned in this paper, which proceeds at room temperature and under mild conditions in the presence of triethylamine and 4-dimethylamino-pyridine.
Journal ArticleDOI
Ester Formation via Symbiotic Activation Utilizing Trichloroacetimidate Electrophiles.
Nivedita S. Mahajani,Rowan I. L. Meador,Tomas J Smith,Sarah E Canarelli,Arijit A. Adhikari,Jigisha P. Shah,Christopher M. Russo,Daniel R. Wallach,Kyle T. Howard,Alexandra M. Millimaci,John D. Chisholm +10 more
TL;DR: Trichloroacetimidates are useful reagents for the synthesis of esters under mild conditions that do not require an exogenous promoter, and have been extended to benzyl esters without electron-donating groups.
References
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Journal ArticleDOI
New Methods for the Synthesis of Glycosides and Oligosaccharides—Are There Alternatives to the Koenigs‐Knorr Method? [New Synthetic Methods (56)]
TL;DR: Emphasis is placed on glycoside and saccharide formation by 1-O-alkylation, on the trichloroacetimidate method, and on activation through the formation of glycosylsulfonium salts and Glycosyl fluorides.
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Imidoester, I. Darstellung von Trichloracetimidsäureestern
TL;DR: In this article, trichloracetonitril lagert leicht Alkohole unter Bildung von Trichloracetimidsaureestern an: die Reaktion wird durch Alkali (Alkoholat, Salze der Alkoxysauren, Carbonat) katalysiert.
Journal ArticleDOI
Darstellung von Carbonsäureestern mittels O‐Alkyl‐N.N′‐dicyclohexyl‐isoharnstoffen
TL;DR: O-Alkyl-N.N′-dicyclohexyl-isoharnstoffe reagieren mit carbonsauren zu Carbonsaureestern.
Journal ArticleDOI
Imidoester, V. Die Umlagerung von Trichloracetimidaten zu N‐substituierten Säureamiden
TL;DR: In this paper, the durch Bortrifluorid katalysierte Umlagerung von Alkyl-trichloracetimidaten (I, R = CCl3, R′ = Alkyls, R″ = H) zu N-substituierten Saureamiden verlauft uber einen ionischen Mechanismus.
Journal ArticleDOI
Convenient one-pot esterification of N-protected aminoacids via isopropenyl chloroformate activation.
TL;DR: In this paper, N-protected aminoacids by isopropenyl chloroformate leads to esters of primary, secondary and tertiary alcohols with 4-dimethylamino-pyridine as catalyst.
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Benzyl trichloroacetimidate, a versatile reagent for acid-catalysed benzylation of hydroxy-groups
Tommy Iversen,David R. Bundle +1 more