Isatogenols as Precursors for the Synthesis of Fully Substituted Indolines through Regio- and Stereoselective [3 + 2] Cycloaddition Using Various Olefins DOI

Nanaka Ishihara,

Shinji Harada, Masaya Nakajima

и другие.

Organic Letters, Год журнала: 2024, Номер 26(15), С. 2908 - 2912

Опубликована: Апрель 1, 2024

Here, we describe a unique reactivity of isatogen derivatives bearing hydroxy group at the C3-position (isatogenol) and their synthetic application to highly regio- stereoselective [3 + 2] cycloaddition reactions. This method provides facile access polyfused functionalized heterocycles including consecutive stereocenters. Furthermore, DFT calculations revealed that hydrogen bonding is key controlling stereoselectivity in using acrylates.

Язык: Английский

Regio- and Stereoselective [3 + 2] cycloaddition of Isatogens with functionalized alkenes and its application to the synthesis of Halichrome a DOI

Nanaka Ishihara,

Reiko Fukuoka,

Shinji Harada

и другие.

Tetrahedron Letters, Год журнала: 2025, Номер unknown, С. 155626 - 155626

Опубликована: Апрель 1, 2025

Язык: Английский

Процитировано

0

Boron Compounds as Key Drivers of Innovation: Exploring Their Role in Environmental Remediation, Sustainable Agriculture, Advanced Biomedical Applications, and Green Chemistry DOI
Metin Yıldırım, Mehmet Erşatır, Mohammed Saleh

и другие.

Journal of Organometallic Chemistry, Год журнала: 2025, Номер 1035, С. 123688 - 123688

Опубликована: Апрель 28, 2025

Язык: Английский

Процитировано

0

Isatogenols as Precursors for the Synthesis of Fully Substituted Indolines through Regio- and Stereoselective [3 + 2] Cycloaddition Using Various Olefins DOI

Nanaka Ishihara,

Shinji Harada, Masaya Nakajima

и другие.

Organic Letters, Год журнала: 2024, Номер 26(15), С. 2908 - 2912

Опубликована: Апрель 1, 2024

Here, we describe a unique reactivity of isatogen derivatives bearing hydroxy group at the C3-position (isatogenol) and their synthetic application to highly regio- stereoselective [3 + 2] cycloaddition reactions. This method provides facile access polyfused functionalized heterocycles including consecutive stereocenters. Furthermore, DFT calculations revealed that hydrogen bonding is key controlling stereoselectivity in using acrylates.

Язык: Английский

Процитировано

1