Uday S. Racherla

Improved highly efficient synthesis of α,β-acetylenic ketones. Nature of the intermediate from the reaction of lithium acetylide with boron trifluoride etherate

Abstract A wide variety of α,β-acetylenic ketones were synthesized in very high yields via an exceptionally facile intermolecular reaction of lithium alkynyltrifluoroborates and carboxylic acid anhydrides.

Ultrasonics in organoborane chemistry. A novel and powerful method for rapid hydroboration

Abstract Ultrasound enhances remarkably the rates of certain hydroborations which are slow under normal conditions.

9-Allenyl-9-BBN: A new reagent for the efficient allenylboration of carbonyl compounds producing the homopropargylic alcohols in high purity and yield

Abstract A new reagent, 9-allenyl-9-BBN ( 1 ), has been developed for the convenient and efficient synthesis of a variety of homopropargylic alcohols via the

Synthesis of (±)heritol☆

Abstract Synthesis of (±)heritol and epi -heritol is described. The key step is the osmylation of the unsaturated ester 9a. Osmylation is used as a tool to construct the α,β-unsaturated γ-lactone system.

A convenient procedure for the direct conversion of terminal alkenes into carboxylic acids

Abstract Alkylboronic acids, readily synthesized from a variety of representative terminal alkenes via hydroboration with dibromoborane-methyl sulfide, undergo a facile oxidation with chromium trioxide in 90% aqueous acetic acid to provide carboxylic acids in 80–97% isolated yields, without rearrangement or loss of carbon.

Ultrasonics in organoborane chemistry, rapid synthesis of triorganylboranes via a modified organometallic route

Abstract A variety of triorganylboranes were prepared in a rapid and highly efficient manner, directly from organic halides, by a modified organometallic route employing ultrasound.

Exceptionally rapid thermal isomerization of B-(3-hexyl)-bis(bicyclo[2.2.2]octyl)borane. A convenient and highly efficient synthetic route for the conversion of internal acyclic olefins into terminal olefins and their derivatives

Abstract The thermal isomerizations of B-(3-hexyl)bis(bicyclo[2.2.2]octyl)borane and B-(3-hexyl)bis(bicyclo[2.2.1]heptyl)borane were compared with that of B-(3-hexyl)bis(2,5-dimethylcyclohexyl)borane at 150°C in diglyme. B-(3-Hexyl)bis(bicyclo[2.2.2]octyl)borane isomerizes approximately 3 times faster than B-(3-hexyl)bis(2,5-dimethylcyclohexyl)borane and nearly 60 times more rapidly than B-(3-hexyl)bis(bicyclo[2.2.2]heptyl)borane and also yields a 100% equilibrium boron distribution on C(1) in just 15 minutes, both characteristics making the thermal isomerization of organoboranes a more attractive synthetic route for the conversion of internal acyclic olefins into terminal olefins and their derivatives.

Organoboranes for synthesis. 13. Simple, efficient syntheses of long-chain alcohols and carboxylic acids.

Abstract General, convenient and simple syntheses of long straight chain alcohols and carboxylic acids were developed utilizing organoborane chemistry. One of the methods entails the thermal isomerization of long-chain alkyldicyclohexylboranes, followed by oxidation. An alternative procedure for the preparation of long-chain alcohols involves the KAPA isomerization of internal alkynes to the terminal derivative, followed by dihydroboration with 9-BBN and oxidation. Alternatively, the terminal alkyne can be oxidised directly to the carboxylic acid. In another strategy, the C 30 -alcohol triaxontanol was prepared by employing high pressure carbonylation of a borane intermediate.