Base Information
- Chemical Name:Borinic acid, ethenyl ester
- CAS No.:114551-79-0
- Molecular Formula:C2H5BO
- Molecular Weight:
- Hs Code.:
- Mol file:114551-79-0.mol
Synonyms:
Synonyms:
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The research aimed to develop a new method for the generation of vinyloxyboranes, which are key intermediates for the aldol reaction, a crucial process in organic chemistry for constructing acyclic compounds with multiple chiral centers. The team successfully synthesized phenyl-substituted vinyloxyboranes by acylating boron-stabilized carbanions with methyl benzoate. These vinyloxyboranes were then reacted with aldehydes to yield cross-aldols in good yields, demonstrating excellent diastereoselection in the formation of erythro and threo aldols. The study concluded that the use of methyl benzoate as an acylating reagent provided a novel one-pot procedure for the cross-aldol reaction, consisting of two continuous carbon-carbon bond formations, and resulted in high yields of the desired products without the formation of undesired enol esters. The chemicals used in this process included 1-alkynes, 9-borabicyclo[3,3,1]nonane (9-BBN), methyllithium, and various benzoic acid derivatives.
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