College of Pharmaceutical Sciences, Ritsumeikan University , 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan.
Central Research Laboratories, Osaka University of Pharmaceutical Sciences , 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
J Org Chem. 2017 Nov 17;82(22):11954-11960. doi: 10.1021/acs.joc.7b02037. Epub 2017 Oct 16.
A new type of binaphthyl-based chiral iodide functionalized at positions 8 and 8' of the naphthalene rings has been found as a promising structural motif for the asymmetric hypervalent iodine(III) oxidations, specifically, for the dearomatizing spirocyclization of naphthol carboxylic acids showing expectedly better enantioselectivities versus other atropisomeric biaryls, i.e., a conventionally used binaphthalene having the diiodides in the minor groove.
一种新型的联萘基手性碘化物，在萘环的 8 位和 8'位上进行了功能化，被发现是一种很有前途的不对称高价碘(III)氧化的结构基序，特别是对于萘酚羧酸的去芳构化螺环化反应，与其他位阻异构体联芳烃相比，表现出了预期更好的对映选择性，即通常使用的在小沟中具有二碘化物的联萘。
