Catalyst-free [4 + 2] cyclization of para-quinone methide derivatives with homophthalic anhydrides. Issue 48 (29th November 2018)

• Record Type: Journal Article
• Authors: Zhou, Jia-Yu; Ma, Chun; Zhang, Yi-Zhu; Wu, Qiong; Shi, Feng
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 48(2018)
• Page Start: 9382
• Page End: 9389
• Publication Date: 2018-11-29
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob02776e
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A catalyst-free [4 + 2] cyclization of para -quinone methide derivatives with homophthalic anhydrides has been established, which is used for constructing dihydrocoumarin frameworks in generally good yields (up to 99%) and high diastereoselectivities (up to >95 : 5 dr). Abstract : The title reaction has been established, which offers a useful method for the construction of dihydrocoumarin frameworks in generally good chemical yields (up to 99%) and high diastereoselectivities (up to >95 : 5 dr). This reaction represents a good example of [4 + 2] cyclizations of para -quinone methide derivatives with electron-rich reaction partners under catalyst-free conditions.