Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA.
Org Lett. 2010 Mar 19;12(6):1260-3. doi: 10.1021/ol100130x.
A new class of bifunctional linchpins bearing electrophilic sites beta or gamma to a silyl group have been designed, synthesized, and demonstrated to be competent in tricomponent unions exploiting Type II Anion Relay Chemistry (ARC). High diastereoselectivities were observed when a phenyl moiety (R(2)) served as an anion-stabilizing group (ASG) adjacent to a methyl susbtituent (R(1)), while diastereomeric mixtures were obtained when a phenylthiol moiety served as the ASG, irrespective of alpha-substitution.
已经设计、合成了一类新型双功能连接子，其在硅基的β位或γ位带有亲电基团，并用其成功进行了三组分反应，利用了 II 型阴离子接力化学（ARC）。当芳基部分（R(2)）作为相邻于甲基取代基（R(1)）的阴离子稳定基团（ASG）时，观察到高的非对映选择性，而当苯基硫醇部分作为 ASG 时，则无论α-取代如何，均得到非对映异构体混合物。
