Brown, Herbert C.’s team published research in Journal of Organometallic Chemistry in 341 | CAS: 99438-28-5

Journal of Organometallic Chemistry published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Category: ethers-buliding-blocks.

Brown, Herbert C. published the artcileChiral synthesis via organoboranes. XVI. Boroxazolidones derived from α-amino acids and borinic or boronic esters. A simple procedure for upgrading borinates and boronates to materials of high optical purity, Category: ethers-buliding-blocks, the publication is Journal of Organometallic Chemistry (1988), 341(1-3), 73-81, database is CAplus.

The synthesis of boron heterocycles from borinic and boronic esters with α-amino acids was explored as a means of upgrading the optical purities of intermediates from asym. hydroboration. B-Methoxy-9-borabicyclo[3.3.1]nonane, Me dicyclohexylborinate, and (+)- and (-)-Me diisopinocampheylborinate react with various α-amino acids to form the corresponding crystalline chelates. Recrystallization of the chelates derived from Me trans-2-phenylcyclopentylisopinocampheylborinate of 85% enantiomeric excess (ee) with L-phenylalanine, Me isopinocampheyl-exo-norbornylborinate of 83% ee with L-proline, and both optical isomers of Me diisopinocampheylborinate of 92% ee with L-proline yield the corresponding products with optical purities approaching 100% ee. Di-Me cyclopentylboronate, di-Me exo-norbornylboronate, and di-Me isopinocampheylboronate upon treatment with iminodiacetic acid and N-methyliminodiacetic acid form the corresponding bicyclic boronates. Recrystallization of the chelate derived from di-Et 3-tetrahydropyranylboronate and iminodiacetic acid yields a product of essentially 100% ee. Consequently, formation of boroxazolidones of asym. hydroboration products provides one possible route to upgrade such products to materials of high optical purity.

Journal of Organometallic Chemistry published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem