Title of article :
Synthesis of a C(4)–C(9) eleutheside template from d-glucal
Author/Authors :
Kolbot By، نويسنده , , Patrick A Kelly، نويسنده , , Mark J. Kurth، نويسنده , , Marilyn M Olmstead، نويسنده , , Michael H. Nantz، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2001
Abstract :
d-Glucal is converted to epoxy allylic alcohol 4 using an eight-step sequence that features a stereoselective methyl Grignard addition to an iodo-hexenulose. Epoxide formation via intramolecular iodide displacement occurs subsequent to an unusual hemiacetal reduction protocol involving LiBH4 in n-octanol. Alcohol 4 and the corresponding aldehyde (Z)-14 are potential C(4)–C(9) templates for eleutheside syntheses.
Keywords :
eleutheside , Epoxide , Stereoselective , d-Glucal , hexenulose
Journal title :
Tetrahedron
Journal title :
Tetrahedron
