Asymmetric Cyclization/Nucleophilic Tandem Reaction of <i>o</i>‑Alkynylacetophenone with (Diazomethyl)phosphonate for the Synthesis of Functional Isochromenes Liu Cai Yuan Chen Hao Cao Qi Wei Yi Yang Qin Ouyang Yungui Peng 10.1021/acs.orglett.9b02864.s001 https://acs.figshare.com/articles/journal_contribution/Asymmetric_Cyclization_Nucleophilic_Tandem_Reaction_of_i_o_i_Alkynylacetophenone_with_Diazomethyl_phosphonate_for_the_Synthesis_of_Functional_Isochromenes/9755186 An efficient asymmetric reaction between (diazomethyl)­phosphonate with <i>o</i>-alkynylacetophenone has been established by employing different stereocontrol strategy. A variety of isochromenes bearing tetrasubstituted stereocenters and (diazomethyl)­phosphonate at the 1-position were prepared in yield up to 99% with enantioselectivity up to 94% enantiomeric excess (ee) for the first time. These functional isochromenes could be transformed to important structural motifs in biologically active compounds. Moreover, density functional theory calculations were conducted to gain insight into the process and the stereoselectivity. 2019-08-30 19:43:33 diazomethyl Functional Isochromenes motif enantioselectivity ee Cyclization variety Asymmetric gain insight theory calculations Tandem enantiomeric Synthesi stereocontrol strategy stereoselectivity compound isochromene Alkynylacetophenone Diazomethyl density tetrasubstituted stereocenters 1- position alkynylacetophenone