Brown, Herbert C. published the artcileChiral synthesis via organoboranes. 9. Crystalline chelates from borinic and boronic esters. A simple procedure for upgrading borinates and boronates to materials approaching 100% optical purity, Recommanded Product: (+)-B-Methoxydiisopinocampheylborane, the publication is Journal of Organic Chemistry (1986), 51(24), 4526-30, database is CAplus.
The synthesis of crystalline chelates from borinate and boronate esters was explored as a means of upgrading the optical purities of intermediates from asym. hydroboration. B-Methoxy-9-borabicyclo[3.3.1]nonane and Me dicyclohexyl- and diisopinocampheylborinate react with various amino alcs. to form the corresponding chelates. Crystallization of 2-pyrrolidinylmethyl isopinocampheyl exo-norbornylborinate of 83% enantiomeric excess (e.e.) gives a product approaching 100% e.e. Treating di-Me cyclopentyl-, exo-norbornyl- and siamylboronate with various amino diols gave the corresponding boronates. The formation of the B←N bond depends on both steric and electronic factors. The corresponding boronates (2:1 derivatives) derived from these typical di-Me boronates and tetrols were also prepared The chelate derived from di-Et 3-tetrahydropyranylboronate of 83% e.e. and (HOCH2CH2)2NCH2CH2N(CH2CH2OH)2 yields a product of optical purity ≤100% e.e. upon crystallization
Journal of Organic 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, Recommanded Product: (+)-B-Methoxydiisopinocampheylborane.
Referemce:
https://en.wikipedia.org/wiki/Ether,
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