Asymmetric Synthesis of Secondary Alcohols and 1,2-Disubstituted Epoxides via Organocatalytic Sulfenylation
Asymmetric Synthesis of Secondary Alcohols and 1,2-Disubstituted Epoxides via Organocatalytic Sulfenylation
复制标题
有机催化亚磺酰化不对称合成仲醇和1,2-二取代环氧化物
作者：
Sheppard T
对映体富集的仲醇可以通过涉及醛的不对称有机催化亚磺酰基化、有机金属加成和脱硫的短反应序列来制备。该方法提供了获得具有连接到醇碳原子的空间相似基团的对映体富集的醇的途径。中间体β-羟基硫化物也可以作为前体，通过硫的烷基化和随后的碱介导的环闭合，生成对映体富集的1，2-二取代环氧化物。
Enantioenriched secondary alcohols can be prepared via a short reaction sequence involving asymmetric organocatalytic sulfenylation of an aldehyde, organometallic addition, and desulfurization. This process provides access to enantioenriched alcohols with sterically similar groups attached to the alcohol carbon atom. The intermediate β-hydroxysulfides can also serve as precursors to enantioenriched 1,2-disubstituted epoxides via alkylation of the sulfur and subsequent base-mediated ring closure.