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, Name: (+)-B-Methoxydiisopinocampheylborane.
Hertweck, Christian published the artcileAsymmetric α-Chloroallylboration of Amino Aldehydes: A Novel and Highly Versatile Route to D– and L-erythro-Sphingoid Bases, Name: (+)-B-Methoxydiisopinocampheylborane, the publication is Journal of Organic Chemistry (1999), 64(12), 4426-4430, database is CAplus.
Serinal-derived vinyloxiranes represent versatile building blocks for synthesis of D-(or L-)erythro-sphingosine and its analogs. Asym. α-chloroallylation of the Garner aldehyde with chiral and achiral γ-(Z)-chloroallylboranes, followed by DBU-mediated cyclization of the corresponding chlorohydrins, provides a highly effective route to oxazolidine vinyloxiranes in high yield under mild conditions. Matched and mismatched cases of the double diastereoselective allylation were investigated. The vinyloxirane reacts with a variety of organocuprates by a SN2′ type nucleophilic substitution, yielding protected sphingoid bases as (E)-allylic alcs. exclusively. By the new approach, a multitude of different sphingoid core structures becomes available, from a uniform protocol, with high yield and efficiency.
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, Name: (+)-B-Methoxydiisopinocampheylborane.
Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem