Photochemistry of cyclobutanones with nitrogen acids. A potential nucleoside synthesis-Reference-Cited by-同舟云学术

Photochemistry of cyclobutanones with nitrogen acids. A potential nucleoside synthesis

Published:1989-12-01 Issue:12 Volume:67 Page:2057-2060
ISSN:0008-4042
Container-title:Canadian Journal of Chemistry
language:en
Short-container-title:Can. J. Chem.

Author:

Hayes Ivy E. E.,Jandrisits Linda,Lee-Ruff Edward

Abstract

Irradiation of 3-methylene-2,2,4,4-tetramethylcyclobutanone with nitrogen acids such as succinimide, phthalimide, imidazole, 3,5-dimethylpyrazole, purine, and benzimidazole gives 1:1 adducts that were identified as cyclic α-aminoacetals structurally related to nucleosides. Keywords: photochemistry of cyclobutanones, oxacarbene, nucleoside analogs.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Link

http://www.nrcresearchpress.com/doi/pdf/10.1139/v89-319

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1. Enantiomerically Pure Cyclobutane Derivatives and Their Use in Organic Synthesis;Chemical Reviews;2003-03-15

2. Photochemistry on Soluble Polymer Supports: Synthesis of Nucleosides;Organic Letters;2002-11-21

3. N-(2-tetrahydrofuranyl)azole nucleoside analogs by reactions of azoles with dihalomethanes in tetrahydrofuran;Journal of Heterocyclic Chemistry;1999-05

4. Photochemical Ring Expansion of α-Alkoxycyclobutanones to 2-Acetoxy-5-alkoxytetrahydrofurans: Nucleophilic Reactions at the 2-Position;The Journal of Organic Chemistry;1998-06-25

5. Enantioselective Preparation of 2‘,3‘-Dideoxynucleosides and Their Analogues from Ring-Expansion of Cyclobutanones. 2. Synthesis of 2‘,3‘-Dideoxyribosides and (1S,3R)-1- Amino-3-(hydroxymethyl)cyclopentane1;The Journal of Organic Chemistry;1996-01-01