Australian Journal of Chemistry ( IF 1.0 ) Pub Date : 2021-07-28 , DOI: 10.1071/ch21140 Martin G. Banwell , Antony L. Crisp , BoRa Lee , Ping Lan , Hannah E. Bollard , Jas S. Ward , Anthony C. Willis
Certain cyclic sulfates (e.g. 23) together with various of their precursor sulfites (e.g. 21 and 22) have been prepared from the corresponding chiral, non-racemic bicyclo[2.2.2]octane-2,3-diols (e.g. 20). Such diols are obtained by engaging the corresponding enzymatically derived and enantiomerically enriched or homochiral cis-1,2-dihydrocatechol (e.g. 10) or certain derivatives in either inter- or intra-molecular Diels–Alder cycloaddition reactions. Other functionalities present within the title compounds can be chemoselectively manipulated without adversely affecting the associated sulfate residues.
中文翻译:
某些衍生自手性、非外消旋和多取代双环 [2.2.2] 辛烷-2,3-二醇的官能化环状硫酸盐的合成、结构表征和化学选择性操作
某些环状硫酸盐(例如23)及其各种前体亚硫酸盐(例如21和22)已从相应的手性、非外消旋双环 [2.2.2] 辛烷-2,3-二醇(例如20)制备。这种二醇是通过在分子间或分子内 Diels-Alder 环加成反应中加入相应的酶衍生和对映体富集或同手性顺式-1,2-二氢邻苯二酚(例如10)或某些衍生物而获得的。标题化合物中存在的其他官能团可以进行化学选择性操作,而不会对相关的硫酸盐残基产生不利影响。