Iodine: a versatile reagent in carbohydrate chemistry IV. Per-O-acetylation, regioselective acylation and acetolysis

KPR Kartha, RA Field - Tetrahedron, 1997 - Elsevier
Iodine has been found to be an effective Lewis acid for promoting the per-O-acetylation of
unprotected sugars. Under controlled conditions it can bring about regioselective acylation …

[PDF][PDF] Antineoplastic agents 429. Syntheses of the combretastatin A-1 and combretastatin B-1 prodrugs

GR Pettit, JW Lippert - Anticancer Drug Design, 2000 - researchgate.net
The original synthesis of combretastatin A-1 (1) was modified to allow an efficient scale-up
procedure for obtaining this antineoplastic stilbene. Subsequent conversion to a useful …

Oxidative Debenzylation of N-Benzyl Amides and O-Benzyl Ethers Using Alkali Metal Bromide

K Moriyama, Y Nakamura, H Togo - Organic letters, 2014 - ACS Publications
The oxidative debenzylation of N-benzyl amides and O-benzyl ethers was promoted with
high efficiency by a bromo radical formed through the oxidation of bromide from alkali metal …

Facile cleavage of carbohydrate benzyl ethers and benzylidene acetals using the NaBrO3Na2S2O4 reagent under two-phase conditions

M Adinolfi, G Barone, L Guariniello, A Iadonisi - Tetrahedron letters, 1999 - Elsevier
Benzyl ether and benzylidene acetal carbohydrate protecting groups can be selectively
cleaved by reaction with sodium bromate/sodium dithionite in ethyl acetate/water. Under the …

Fe (III) Halides as Effective Catalysts in Carbon− Carbon Bond Formation: Synthesis of 1, 5-Dihalo-1, 4-dienes, α, β-Unsaturated Ketones, and Cyclic Ethers

PO Miranda, DD Díaz, JI Padrón… - The Journal of …, 2005 - ACS Publications
Iron (III) halides have proven to be excellent catalysts in the coupling of acetylenes and
aldehydes. When terminal acetylenes were used the main products obtained were 1, 5 …

Debenzylation of complex oligosaccharides using ferric chloride

R Rodebaugh, JS Debenham, B Fraser-Reid - Tetrahedron letters, 1996 - Elsevier
Anhydrous FeCl3 in CH2Cl2 at room temperature and 0° C has been used to debenzylate
monosaccharides and oligosaccharides in yields generally greater than 70%. Notably …

Microscale cleavage reaction of (phenyl) benzyl ethers by ferric chloride

MH Park, R Takeda, K Nakanishi - Tetrahedron letters, 1987 - Elsevier
Tetrahedron Letters,Vo1.28,No.33,pp 3823-3824,1987 oo40-4039/87 $3.00 + .OO Printed in
Great Britain Pergamon Journals Ltd. 3823 Page 1 Tetrahedron Letters,Vo1.28,No.33,pp …

[PDF][PDF] Synthesis of ethyl and phenyl 1-thio-1, 2-trans-D-glycopyranosides from the corresponding per-O-acetylated glycopyranoses having a 1, 2-trans-configuration …

F Dasgupta, PJ Garegg - Acta Chem. Scand, 1989 - actachemscand.org
The reaction between per-O-acetylated hexopyranoses and suitable thiols in the presence
of anhydrous ferric chloride affords the corresponding thioglycosides. Thus, ethyl 1-thio-ß-D …

TCP- and Phthalimide-Protected n-Pentenyl Glucosaminide Precursors for the Synthesis of Nodulation Factors As Illustrated by the Total Synthesis of NodRf-III (C18:1 …

JS Debenham, R Rodebaugh… - The Journal of Organic …, 1997 - ACS Publications
TCP-and phthalimide-protected n-pentenyl glucosaminide (NPG) precursors have been
utilized in a convergent stereocontrolled synthesis of the nodulation factor NodRf-III (C18: 1 …

FeCl3-Catalyzed Self-Cleaving Deprotection of Methoxyphenylmethyl-Protected Alcohols

Y Sawama, M Masuda, S Asai, R Goto, S Nagata… - Organic …, 2015 - ACS Publications
4-Methoxyphenylmethyl ethers are widely utilized as alcohol protecting groups. FeCl3
effectively catalyzes the deprotection of methoxyphenylmethyl-type ethers in a self-cleaving …