Synthesis ( IF 2.2 ) Pub Date : 2017-12-20 , DOI: 10.1055/s-0036-1591872 Dieter Enders 1 , Sun Li 1 , Xiang-Yu Chen 1 , He Sheng 1 , Carolina von Essen 2 , Kari Rissanen 2
|
Abstract
A highly diastereo- and enantiostereoselective synthesis of bicyclic dihydropyranothiazoles combining a thiazole and δ-lactone skeleton via NHC-catalyzed [4+2] annulation of 5-alkenylthiazolones and α-chloroaldehydes has been developed. The heterocyclic products are formed via azolium enolate intermediates in good yields with high diastereo- and enantistereoselectivities.
A highly diastereo- and enantiostereoselective synthesis of bicyclic dihydropyranothiazoles combining a thiazole and δ-lactone skeleton via NHC-catalyzed [4+2] annulation of 5-alkenylthiazolones and α-chloroaldehydes has been developed. The heterocyclic products are formed via azolium enolate intermediates in good yields with high diastereo- and enantistereoselectivities.
中文翻译：
N-杂环碳烯醇偶氮鎓中间体催化不对称合成二氢吡喃并噻唑
摘要
已经开发了通过NHC催化的5-烯基噻唑酮和α-氯醛的[4 + 2]环合反应，结合噻唑和δ-内酯骨架的双环二氢吡喃并噻唑的高度非对映体和对映体选择性合成。杂环产物是通过具有高非对映和对映选择性的高产的烯醇氮杂中间体形成的。
已经开发了通过NHC催化的5-烯基噻唑酮和α-氯醛的[4 + 2]环合反应，结合噻唑和δ-内酯骨架的双环二氢吡喃并噻唑的高度非对映体和对映体选择性合成。杂环产物是通过具有高非对映和对映选择性的高产的烯醇氮杂中间体形成的。
京公网安备 11010802027423号