Polyketide {natural|all-natural|organic} {products|goods|items|merchandise|solutions} {often|frequently|usually|typically|generally|normally} {contain|include} {common|typical|frequent|widespread|prevalent|popular} repeat motifs, e.g., propionate, acetate and deoxypropionate, and so {can be|may be|could be|might be|is often|is usually} synthesized {by using|by utilizing} iterative processes. We report a {highly|extremely|very|hugely} {efficient|effective} iterative {strategy|technique|method|approach|tactic} for the synthesis of polyacetates {based|primarily based} on boronic ester homologation that {does not|doesn’t|will not} {require|need|demand|call for} functional group manipulation {between|in between|among|amongst|involving} iterations. This {process|procedure|method|approach|course of action} {involves|entails|requires|includes} sequential asymmetric diboration of a terminal alkene, forming a 1,2-bis(boronic ester), followed by regio- and stereoselective homologation {of the|from the|in the|on the|with the|of your} {primary|main|major|principal|key} boronic ester {with a|having a|using a} butenyl metallated carbenoid to {generate|produce|create} a 1,3-bis(boronic ester). {Each|Every|Each and every|Every single} transformation independently controls stereochemical configuration, {making|creating|producing|generating} the {process|procedure|method|approach|course of action} {highly|extremely|very|hugely} versatile, {and the|and also the|as well as the|along with the|plus the} sequence {can be|may be|could be|might be|is often|is usually} iterated {prior to|before} stereospecific oxidation {of the|from the|in the|on the|with the|of your} 1,3-poly(boronic ester) to reveal the 1,3-polyol. The methodology was applied to a 14-step synthesis {of the|from the|in the|on the|with the|of your} oxopolyene macrolide bahamaolide A, {and the|and also the|as well as the|along with the|plus the} versatility {of the|from the|in the|on the|with the|of your} 1,3-polyboronic esters was demonstrated in {various|numerous|different|a variety of|several|many} stereospecific transformations, {leading|top|major} to poly-alkenes, -alkynes, -ketones, and -aromatics with {full|complete} stereocontrol. 1212934-10-5 Chemscene 1402664-68-9 Price PMID:24078122
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