Title of article :
Stereoselective synthesis and absolute configuration of the C33–C42 fragment of symbiodinolide
Author/Authors :
Hiroyoshi Takamura، نويسنده , , Yuichiro Kadonaga، نويسنده , , Yoshi Yamano، نويسنده , , Chunguang Han، نويسنده , , Isao Kadota، نويسنده , , Daisuke Uemura، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2009
Abstract :
Cross-metathesis of methyl ester which was prepared from symbiodinolide with ethylene was performed to give the C33–C42 degraded fragment. This fragment was estimated to be (36S,40S)-diol by the modified Mosher method. Stereoselective synthesis of the (36S,40S)-diol and its diastereomer (36R,40S)-diol was achieved from l-aspartic acid. Synthetic bis-(S)- and (R)-MTPA esters which were derivatized from the (36S,40S)-diol exhibited spectroscopic data identical with those of bis-(S)- and (R)-MTPA esters derived from the degraded product. Thus, the absolute stereochemistry of the C33–C42 fragment was elucidated to be (36S,40S).
Keywords :
Symbiodinolide , Cross-metathesis degradation , Chemical synthesis , Absolute configuration
Journal title :
Tetrahedron
Journal title :
Tetrahedron