Synthesis and Structure of Hydroxyl Acids of General Structure
7,7-Alkenyl/alkynyl-5-hydroxymethyl-6-oxabicyclo[3.2.1]octane-
1-carboxylic Acid
Natalia Pérez-Hernández
Martín Febles
Cirilo Pérez
Ricardo Pérez
Matías L. Rodríguez
Concepción Foces-Foces
Julio D. Martín
10.1021/jo052237p.s001
https://acs.figshare.com/articles/dataset/Synthesis_and_Structure_of_Hydroxyl_Acids_of_General_Structure_7_7_Alkenyl_alkynyl_5_hydroxymethyl_6_oxabicyclo_3_2_1_octane_1_carboxylic_Acid/3240004
The open-ended hollow tubular structure formed by inclusion of water molecules in the packing of the
hydroxyl acid <b>1</b> (R<sub>1</sub> = CH<sub>2</sub>OH, R<sub>2</sub> = ethyl groups) led to the synthesis and structural study of their
unsaturated analogues. In this article we report on a general and practical large-scale synthesis of hydroxyl
acids that possess alkenyl and alkynyl appendages. Substitution of the ethyl groups in <b>1</b> with unsaturated
two-carbon appendages has a different effect on the molecular structure and on the hydrogen-bonding
pattern. No variation has been induced by substitution of only one ethyl group with a vinyl one, although
the substitution of both ethyl groups with vinyl or acetylene appendages has the greatest effect on the
molecular structure and results in different hydrogen-bonding motifs.
2006-02-03 00:00:00
appendages
hydroxyl acid 1
CH 2 OH
substitution
ethyl groups
synthesis