Synthesis of Functionalized Medium-Sized trans-Cycloalkenes by 4π Electrocyclic Ring Opening/Alkylation Sequence was written by Ito, Tomohiro;Tsutsumi, Masaki;Yamada, Ken-ichi;Takikawa, Hiroshi;Yamaoka, Yousuke;Takasu, Kiyosei. And the article was included in Angewandte Chemie, International Edition in 2019.Synthetic Route of C12H15NO3S This article mentions the following:
Development of a novel synthetic method for medium-sized trans-cycloalkenes (TCAs), e.g., I is described. Functionalized TCAs e.g., I are readily prepared from simple cycloalkanone such as tert-butyl(cyclohept-1-en-1-yloxy)dimethylsilane, in a few steps, namely, enol silyl ether formation, [2+2] cycloaddition, and domino 4π electrocyclic ring opening/alkylation (conjugate addition). The first example of central-to-planar chirality transfer from enantiomerically enriched cyclobutenes, e.g., II to TCAs e.g., I is also described. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Synthetic Route of C12H15NO3S).
1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Synthetic Route of C12H15NO3S
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem