Domino intramolecular Diels–Alder reactions to construct a 6/6/5/5 fused tetracyclic framework. Issue 97 (14th October 2015)

• Record Type: Journal Article
• Authors: Zhao, Gaoyuan; He, Min; Li, Huilin; Duan, Shuangshuang; Yuan, Ziyun; Xie, Xingang; She, Xuegong
• Is Part Of: Chemical communications. Volume 51:Issue 97(2015)
• Page Start: 17321
• Page End: 17323
• Publication Date: 2015-10-14
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c5cc06923h
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Heat-promoted domino IMDA reactions to construct a 6/6/5/5 fused tetracyclic framework are developed. Its synthetic application is also demonstrated by an efficient synthesis of 4- epi -hydromitchellene B. Abstract : Domino intramolecular Diels–Alder (IMDA) reactions towards the 6/6/5/5 fused tetracyclic natural products were developed in satisfactory yield and high stereoselectivity. Four rings, six contiguous stereocenters and four C–C bonds were formed in a single operation. 4- epi -Hydromitchellene B was also synthesised efficiently via this strategy.