Tetrahedron

Pt (IV)-catalyzed generation and [4+ 2]-cycloaddition reactions of o-quinone methides

S Radomkit, P Sarnpitak, J Tummatorn, P Batsomboon…

Index: Radomkit, Suttipol; Sarnpitak, Pakornwit; Tummatorn, Jumreang; Batsomboon, Paratchata; Ruchirawat, Somsak; Ploypradith, Poonsakdi Tetrahedron, 2011 , vol. 67, # 21 p. 3904 - 3914

Full Text: HTML

Citation Number: 24

Abstract

Abstract Novel intermolecular and intramolecular generations of ortho-quinone methides and their formal [4+ 2]-cycloaddition reactions with olefins catalyzed by PtCl 4 and AuCl 3 under mild conditions have been developed. Good to excellent yields (up to 99%) and diastereoselectivity (up to> 99: 1) of the chromans were obtained. PtCl 4 was found to be effective and compatible with various functional groups present in the substrates. A ...