Diastereodivergent Synthesis of 2-Ene-1,4-hydroxy Sulfides from 2-Sulfinyl Dienes via Tandem Sulfa-Michael/Sulfoxide-Sulfenate Rearrangement.
Diastereodivergent Synthesis of 2-Ene-1,4-hydroxy Sulfides from 2-Sulfinyl Dienes via Tandem Sulfa-Michael/Sulfoxide-Sulfenate Rearrangement.
复制标题
通过串联磺胺-迈克尔/亚砜-硫酸盐重排从 2-亚磺酰二烯非对映异构合成 2-烯-1,4-羟基硫化物。
作者：
Marina Velado;R. Fernández de la Pradilla;A. Viso
硫醇盐与对映体纯的2-亚磺酰基二烯的高度非对映选择性的磺基-迈克尔加成导致以良好的产率和选择性生成反式或顺式2-烯-1，4-羟基硫化物，这取决于非对映分散方法中的反应条件。概述了这些对映体纯的羟基硫醚通过随后的σ迁移重排的合成应用。
The highly diastereoselective sulfa-Michael addition of thiolates to enantiopure 2-sulfinyl dienes leads to anti or syn 2-ene-1,4-hydroxy sulfides in good yields and selectivities dependent on the reaction conditions in a diastereodivergent process. Synthetic applications of these enantiopure hydroxy sulfides by subsequent sigmatropic rearrangements have been outlined.
DOI：
10.1021/acs.joc.8b00007
发表时间：
2018-03-16
期刊：
The Journal of organic chemistry
影响因子：
--
作者：
Fulton JL;Horwitz MA;Bruske EL;Johnson JS
通讯作者：
Johnson JS