155930-94-2Relevant academic research and scientific papers
Structure-activity relationship studies on acremomannolipin A, the potent calcium signal modulator with a novel glycolipid structure 3: Role of the length of alditol side chain
Tsutsui, Nozomi,Tanabe, Genzoh,Morita, Nao,Okayama, Yoshitomo,Kita, Ayako,Sugiura, Reiko,Muraoka, Osamu
, p. 3761 - 3773 (2015/08/03)
Abstract Five homologs of a novel glycolipid acremomannolipin A (1a), the potential Ca2+ signal modulator isolated from Acremonium strictum, bearing alditols of different length (1g-1k) were synthesized by a stereoselective β-mannosylation of a
An Access to erythro-Diols via Sharpless's Asymmetric Dihydroxylation Reaction
Ko, Soo Y.,Malik, Majbeen,Dickinson, A. Frances
, p. 2570 - 2576 (2007/10/02)
A method has been developed to access erythro-2,3-diols via Sharpless's asymmetric dihydroxylation reaction.Thus, a TBDMS-protected (E)-allylic alcohol is dihydroxylated and the resulting threo-2,3-diol is converted to the cyclic sulfate.Upon desilylation, this compound undergoes a Payne-type rearrangement.Nucleophilic epoxide-opening then provides an erythro-2,3-diol.The conversions from the cyclic sulfate to the diol product are performed in a single reaction vessel.Due to the irreversible nature of the Payne-type rearrangement, this process is easy to perform and completely regioselective independent of the substrate structures.Also, being performed in THF, the process is compatible with a variety of nucleophiles, including thiolates, -N3, -OAc, -CN, halides as well as carbon nucleophiles and hydride.
