Department of Chemistry - Ångström Laboratory , Uppsala University , Box 523 , 75120 Uppsala , Sweden.
Org Lett. 2018 Sep 7;20(17):5086-5089. doi: 10.1021/acs.orglett.8b01754. Epub 2018 Aug 13.
The phospha-Peterson reaction between a lithiated secondary phosphane, MesP(Li)TMS, and an aldehyde affords Mes-phosphaalkenes which, upon methanol addition and P-oxidation, react with a second carbonyl compound site specifically to produce unsymmetric alkenes. The E/ Z selectivity of the one-pot cross coupling is largely determined by the electronic nature of the aryl substituent of the first aldehyde, with electron-donating groups giving rise to increased amounts of Z-alkenes.
锂化仲膦 MesP(Li)TMS 与醛之间的膦a-Peterson 反应生成 Mes-膦烯，后者在甲醇加成和 P-氧化后与第二个羰基化合物特异性反应生成非对称烯烃。一锅交叉偶联的 E/Z 选择性主要由第一个醛的芳基取代基的电子性质决定，给电子基团导致 Z-烯烃的生成量增加。
