A highly stereoselective formal total synthesis of the ornithine decarboxylase inhibitors (-)-saliniketals A and B is described. The salient features of the synthesis are the utilization of a desymmetrization technique to create six contiguous chiral centers from a single bicyclic precursor as well as substrate-controlled Grignard reaction, intramolecular Wacker-type oxidation, and antialdol reaction following Pirrung-Heathcock conditions.

A highly stereoselective total synthesis of (-)-tirandamycin C has been achieved following a desymmetrization protocol developed in our group, Horner-Wadsworth-Emmons olefination, acid-catalyzed ketalization, Still-Gennari (Z)-selective olefination, and Dieckmann cyclization as key reactions.

Diazoesters and diazoketones undergo smooth coupling with activated quinolines and isoquinolines under extremely mild conditions to afford diazo-(2-ethoxy-2-oxoethyl)-1,2-dihydroquinolines and -isoquinolines, respectively, in good to high yields with high selectivity.

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