Title of article :
Stereocontrolled synthesis of (±)-methyl 3,6-epoxy-4,6,8-triethyl-2,4,9-dodecatrienoate, a major metabolite of Caribbean sponge, Plakortis halichondrioides, using reactions of alkylidenecarbenes in one pot
Author/Authors :
Akiyama، نويسنده , , Megumi and Isoda، نويسنده , , Yuichi and Nishimoto، نويسنده , , Masato and Kobayashi، نويسنده , , Aki and Togawa، نويسنده , , Daisuke and Hirao، نويسنده , , Nobuaki and Kuboki، نويسنده , , Atsuhito and Ohira، نويسنده , , Susumu، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2005
Abstract :
(±)-Methyl (2Z,6R*,8R*,9E)-3,6-epoxy-4,6,8-triethyl-2,4,9-dodecatrienoate, a major metabolite of the Caribbean sponge, was synthesized in a stereocontrolled manner from γ-caprolactone. The key step was one-pot generation of alkylidenecarbenes at two sites followed by 1,2 hydride shift and intramolecular 1,5 C–H insertion.
Keywords :
Plakortone , 1 , 9-dodecatrienoate , 5 C–H insertion , 2 Hydride shift , 6R* , 9E)-3 , (±)-Methyl (2Z , 8R* , 6 , 6-epoxy-4 , 8-triethyl-2 , 4 , 1 , alkylidenecarbene
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
