196617-97-7

Upstream product

• 849035-33-2 methyl 4(S),5(S),6(R)-tri-O-benzyl-dec-2(E),7(E),9-trienoate 
• 116384-34-0 (2R,3S,4R,5E)-2,3,4-tribenzyloxyocta-5,7-diene-1-al 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 

Downstream Products

• 196618-04-9 (1R,2R,3S,3aS,4S,6S,7R,7aS)-1,2,3-Tris-benzyloxy-6,7-dihydroxy-octahydro-indene-4-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Intramolecular Diels-Alder reaction of chiral, highly oxygenated trienoates derived from sugar allytins

The Lewis acid catalyzed intramolecular Diels-Alder reaction of sugar derived trienoates 3 led preferably to bicyclic endo-adducts 4. The best stereoselectivity was observed for cyclization of the L-arabino-trienoate 3b, in which only one isomer (trans) was formed. High pressure (15 kbar) cycloaddition of 3a, 3b, and 3c, led to single stereosiomers 4a, 4b, and 4c in good yields. Conversion of adduct 4a to chiral cyclopentanes was described.

Synthesis of complex bicyclo [4.3.0] nonene derivatives from sugar allyltins; sugar mimetics derived from d-giucose

Controlled decomposition of sugar allyltin: methyl 2,3,4-tri-O-benzyl-6,7, 8-trideoxy-8-(tri-n-butyl)stannyl-α-D-gluco-oct-6(E)-eno-hexo-1, 5-pyranoside afforded the corresponding dienoaldehyde with the D-xylo-configuration and the E-geometry across the i