141054-99-1Relevant articles and documents
Reactions of 2-hydroxy-6,8-dioxabicyclo[3.2.1]oct-3-ene with diethylaminosulfur trifluoride and with halogens. Facile synthesis of 1,6- anhydrohalohexopyranoses
Oberdorfer, Franz,Haeckel, Roland,Lauer, Gilbert
, p. 201 - 206 (2007/10/03)
D-Galactal 1 reacts in THF in the presence of catalytic amounts of concentrated sulfuric acid to give (2R)-2-hydroxy-6,8-dioxabicyclo[3.2.1]oct- 3-ene (4) in a Ferrier-type rearrangement in 40% yield. When 4 is treated with diethylaminosulfur trifluoride
Synthesis of 1,6-anhydro-2,3-dideoxy-β-D-erythro- and -threo-hex-2-enopyranose from 3,4-di-O-substituted glycals by a facile intramolecular Ferrier reaction
Mereyala,Venkataramanaiah,Dalvoy
, p. 151 - 153 (2007/10/02)
The 1,6-anhydro-2,3-dideoxy-β-D-erythro- 7-9 and -threo-hex-2-enopyranoses 10-12 are valuable synthons for the preparation of structurally diverse natural products. This paper reports on a new, general, and efficient route to their synthesis from 3,4-di-O