Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology, 2-24-16 Nakamachi, Koganei 184-8588, Japan.
Org Biomol Chem. 2021 Feb 18;19(6):1305-1314. doi: 10.1039/d0ob02469d.
1,6-Conjugate additions of in situ generated δ-CF3-δ-substituted p-quinone methides have been achieved with a variety of heteronucleophiles under mild conditions, which led to facile and practical construction of fully substituted carbon centers including a heteroatom and a CF3 group. In particular, it was revealed that some amines themselves worked for efficient cleavage of the TBS protective group, and addition of a catalytic amount of an appropriate Brønsted acid was found to sometimes improve the progress of the desired process.
在温和条件下，通过原位生成的 δ-CF3-δ-取代对醌甲川，实现了与各种杂亲核试剂的 1,6-共轭加成，从而轻松、实用地构建了全取代的碳原子中心，包括杂原子和 CF3 基团。特别是，结果表明一些胺本身可用于高效裂解 TBS 保护基，并且发现添加催化量的合适的布朗斯台德酸有时可以提高所需反应的进度。
