Catalytic asymmetric multicomponent reactions of isocyanide, isothiocyanate and alkylidene malonates. Issue 59 (2nd July 2021)

• Record Type: Journal Article
• Authors: Xiong, Qian; Luo, Qiliang; Zhang, Tinghui; Dong, Shunxi; Liu, Xiaohua; Feng, Xiaoming
• Is Part Of: Chemical communications. Volume 57:Issue 59(2021)
• Page Start: 7288
• Page End: 7291
• Publication Date: 2021-07-02
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d1cc02939h
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : The first asymmetric isocyanide-based multicomponent reaction involving TMSNCS was realized via utilizing a chiral Mg(OTf)2 / N, N ′-dioxide complex as the catalyst. Abstract : Several unique chiral 3, 4-dihydro-2 H -pyrrole-2-thiones were made readily available by carrying out, in each case, a chiral-Mg(OTf)2 / N, N ′-dioxide-complex-promoted formal [2+1+2] cycloaddition in the presence of tetraethylenediamine. Control experiments revealed that in situ -generated ammonium thiocyanate was crucial for maintaining high enantioselectivity through its inhibition of the HNCS-induced racemization of the products.