221217-80-7

Upstream product

• 630-19-3 pivalaldehyde 
• 221217-51-2 {2-[(2S,4R,6R)-6-(2-Benzyloxy-ethyl)-2-methyl-[1,3]dioxan-4-ylmethyl]-allyl}-trimethyl-silane 
• 221217-37-4 Acetic acid (2R,6R)-6-(2-benzyloxy-ethyl)-2-methyl-[1,3]dioxan-4-yl ester 
• 221216-93-9 5-benzyloxy-3-hydroxy-pentanoic acid tert-butyl ester 
• 591251-75-1 (R)-5-(benzyloxy)-3-hydroxypentanoic acid 
• 221217-31-8 Acetic acid (2S,6R)-2-tert-butyl-6-iodomethyl-[1,3]dioxan-4-yl ester 
• 221217-25-0 (2S,6R)-2-tert-Butyl-6-iodomethyl-[1,3]dioxan-4-one 
• 221217-56-7 C₂₇H₄₁IO₅ 

Relevant academic research and scientific papers

Convergent synthesis of a polyol chain with 4-acetoxy-1,3-dioxanes using a 1,1-bis((trimethylsilyl)methyl)ethene linchpin

The symmetric dinucleophile, 1,1-bis((trimethylsilyl)methyl)ethene, was used as a linchpin to join two different 4-acetoxy-1,3-dioxanes. These couplings produce anti-diols, and were used to prepare a segment of the roflamycoin polyol. The anti-diol selectivity normally observed on coupling 4-acetoxy-1,3-dioxanes was found to be a function of the C2 acetal substituent, and tert-butyl was superior to methyl.