149180-87-0

Upstream product

• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 186258-69-5 (S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-en-1-ol 
• 100-44-7 benzyl chloride 

Downstream Products

• 211691-77-9 (S)-6-Benzyloxy-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hex-1-en-3-ol 
• 211691-86-0 (E)-(S)-8-Benzyloxy-8-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oct-4-enoic acid ethyl ester 
• 100818-74-4 2,3-dideoxy-5,6-O-(1-methylethylidene)-4-O-bnezyl-D-erythro-hexitol 

Relevant academic research and scientific papers

Ansa macrolides as molecular workbenches: Stereocontrolled syn additions to E olefins

Fixed on an aromatic platform in a conformationally defined way, acyclic (E)-alkenes can be considered gripped on a molecular workbench. The olefinic ansa-macrolides formed in this way are shielded on one face. On epoxidation and dihydroxylation [Eq. (1)] the attack on the double bond takes place diastereoselectively from outside the ring, and the ansa chain can subsequently be cleaved from the workbench by mild hydrogenolysis. Bn = benzyl, NMO = N-methylmorpholin-N-oxide.

Two-carbon chain extension of chiral aldehydes via 2-alkenylthiazoles: Synthesis of γ-functionalized alkanals

The reaction of 2-thiazolylmethylenetriphenylphosphorane (1a) in benzene with various aldehydes gives 2-alkenylthiazoles in variable E/Z ratios. Application of the thiazole-to-formyl deblocking protocol to the mixture of the olefins leads to saturated ald