【文章名】A Convenient Stereoselective Synthesis of trans-4a,5,8,8a-Tetrahydro-2H-isoquinolin-1-ones via trans 3-Allylation of 4-Allyl-3,4-dihydropyridine-2-thiones and RCM as Key Steps
A Convenient Stereoselective Synthesis of trans-4a,5,8,8a-Tetrahydro-2H-isoquinolin-1-ones via trans 3-Allylation of 4-Allyl-3,4-dihydropyridine-2-thiones and RCM as Key Steps
[摘要]：A convenient synthesis of trans-4a, 5,8,8a-tetrahydro-2H-isoquinolin-1-ones from 4-allyl-3,4-dihydro-1H-pyridine-2-thiones via stereoselective alkylation at C-3 (trans with respect to 4-allyl substituent), subsequent N-alkylation (optionally for NH derivatives) followed by ring-closing metathesis (RCM) of corresponding trans-3,4-diallyl-3,4-dihydro-1H-pyridine-2-ones is described. The high synthetic potential of the obtained bicyclic piperidinones, exemplified by the synthesis of threecyclic [1,3]oxazino[3,2-b]isoquinolin-6-one via N-acyliminum cation, is presented.
