Kim, Gyeong Un Cho, Hyunmi Lee, Jae Kyun Lee, Jae Yeol Tae, Jinsung Min, Sun-Joon Kang, Taek Cho, Yong Seo 2024-01-19T10:31:32Z 2024-01-19T10:31:32Z 2022-12-22 2023-01 1359-7345 https://pubs.kist.re.kr/handle/201004/114170 We report the stereocontrolled synthesis of 1,6-diazecanes via a tandem aza-Prins type reaction of N-acyliminium ions with allylsilanes. It involves an aza-Prins type dimerization and cyclization in a single-step operation. This reaction represents the first example of 10-membered N-heterocycle synthesis using an aza-Prins reaction. Also, the interesting formation of an unusual tetracyclic compound through further cyclization of 1,6-diazecane and bicyclic compounds by the intramolecular cyclization of linear allylsilane are described. This tandem aza-Prins protocol provides a new synthetic strategy for the direct synthesis of medium-sized nitrogen heterocycles. English Royal Society of Chemistry Stereoselective synthesis of 1,6-diazecanes by a tandem aza-Prins type dimerization and cyclization process Article 10.1039/d2cc05133h 1 Chemical Communications, v.59, no.1, pp.82 - 85 Chemical Communications 59 1 82 85 N scie scopus 000893488000001 2-s2.0-85143963574 Chemistry, Multidisciplinary Chemistry Article; Early Access MEDIUM-SIZED RINGS SCAFFOLD DIKETOPIPERAZINE HETEROCYCLES DERIVATIVES DIVERSITY