PH-Functional and P-(α-hydroxy)benzyl-2-phenyl-1,3-oxaphospholanes – Synthesis, reactivity and structural aspects
作者:Joachim W. Heinicke、Gabriele Thede、Carola Schulzke、Peter G. Jones、Holm Frauendorf
DOI:10.1016/j.poly.2019.06.037
日期:2019.9
one-step and a two-step acid catalyzed reaction of H2PCH2CH(R)OH (R = H, Me), respectively, with benzaldehyde. The latter is the first example of the access to a P-tertiary from a P-secondary 1,3-oxaphospholane. The compounds are rapidly oxidized by air to the respective phosphine oxides, the P-benzyl compound to a small extent even to the α-hydroxybenzylphosphine oxide. Prolonged storage of the PH-compound
摘要通过H2PCH2CH(R)OH(R = H,Me)与苯甲醛的一步和两步酸催化反应,合成了P-苄基和α-羟基苄基-1,3-氧杂膦酸酯。后者是从对-仲1,3-氧杂磷杂环戊烷获得对三-叔胺的第一个例子。该化合物在空气中迅速氧化成各自的氧化膦,即P-苄基化合物在很小程度上甚至氧化成α-羟基苄基氧化膦。在痕量苯甲酸的存在下长时间保存PH化合物会导致部分异构化和PH转移反应缓慢,从而导致膦酰基丙基苄基醚和P,P'-双(1,3-氧杂磷杂环戊烷)的特征在于晶体结构分析。对于PH官能的1,3-氧代磷杂环丁烷观察到类似的行为。1的首选非对映异构体的结构