A divergent McMurry coupling of the bis-salisaldehyde with methylene linker: The characterization of a key by-product with the possible pathway formation
作者:Hossein Reza Darabi、Ehsan Khatamifar、Ali Sharifi、Kioumars Aghapoor、Khosrow Jadidi
DOI:10.1080/00397911.2016.1265984
日期:2017.3.4
bis-salisaldehyde 3a with methyl linker as the smallest member of its alkyl series is known to give the remarkably lower yield of the corresponding stilbenophanes. The half part of this molecule, unlike bigger analogues, is a good leaving group which affordsthreo isomer of 4H, 4′H–4,4′-bibenzo[d][1,3]dioxine 4 in high diastereoisomeric ratio (99>). A further study showed that the formation of this key by-product
摘要已知双水杨醛 3a 与作为其烷基系列中最小成员的甲基接头的 McMurry 偶联导致相应的芪酚产率显着降低。与较大的类似物不同,该分子的一半是一个很好的离去基团,它以高非对映异构体比率提供 4H、4'H–4,4'-联苯并[d][1,3]二恶英 4 的苏式异构体 (99>) . 进一步研究表明,这种关键副产物的形成是其他副产物形成的原因,即 5a,10b-二氢苯并呋喃 [2,3-b] 苯并呋喃 9 和 2-(2,3-二氢苯并呋喃- 2-基)苯酚 10. 已经提出了形成副产物的两种反应途径,它们是二醛 3a 异常活性的原因。图形概要