A library of bench-stable planar-chiral 1,11-dioxa[11]paracyclophane-derived phosphoramidites was synthesized by a three step procedure: enantioselective ortholithiation, reductive amination and coupling with phosphorochloridites. The efficacy of these phosphoramidite as chiral ligands was tested in the Pd-catalyzed allylic alkylation of dimethyl malonate and Cu-catalyzed ethylation of chalcone under the reported conditions, and moderate enantioselectivity could be induced.

Copies of 13 C NMR spectra for new compounds 2a-2g, L1-L4• Copies of HPLC charts for racemic and chiral compounds 2a, 2b, 2d, and 2e

A short and efficient method was developed for the synthesis of 2-benzoxepin-3(1H)-ones. The synthetic sequence comprises of initial intermolecular Heck coupling, followed by reduction of the carbonyl functionality of the Heck product and finally base-induced intramolecular condensation. Notably, the final condensation may proceed by an interesting oxy-Michael addition, cycloreversion via double bond isomerization and intramolecular condensation.

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Concise Three-Step Strategy for the Synthesis of 2-Benzoxepin-3(1H)-ones. -Starting from ortho-bromobenzaldehydes or -acetophenones, The three-step synthesis comprises Heck coupling with ethyl acrylate, reduction of the carbonyl group to an alcohol function and base-mediated cyclization. -(MADHURIMA, H.; KRISHNA, J.; SATYANARAYANA*, G.; Synthesis 47 (2015) 9, 1245-1254, http://dx.doi.org/10.1055/s-0034-1379901 ; Indian Inst. Technol. Hyderabad, Yeddumailaram 502 205, India; Eng.) -M. Tismer 39-166