Titanium(IV)-Promoted Regioselective Nucleophilic Ring-Opening Reaction of Chiral Epoxyallyl Alcohols with Acids as a Tool for Ready Access to Chiral 1,2,3-Triol Monoesters: Application to Stereoselective Total Synthesis of Macrolides

Titanium­(IV)-promoted regioselective ring-opening reaction of <i>chiral epoxy–allyl alcohols</i> (Sharpless conditions as the key strategic step) is developed as a tool for ready access to chiral 5,6-dihydroxyoct-7-en-4-yl alkoxylates. Later, the synthetic utility of products thereof was demonstrated through the RCM based stereoselective synthesis of various natural products

CuI/TBHP: A versatile reagent system for the synthesis of 5-iodomethyl-2-aryl-4,5-dihydrooxazoles from <i>N</i>-allylarylamides

<p>Herein, a novel reagent system using CuI/TBHP is described for the facile conversion of easily accessible <i>N</i>-allylarylamides into 5-iodomethyl-2-aryl-4,5-dihydrooxazoles in moderate to good yields. In this communication we describe CuI as the iodine source for the first time towards the intramolecular iodooxygenation of <i>N-</i>allylarylamides.</p

First total synthesis of parvistone C and its C8-epimer

<p>Diastereoselective first total synthesis of parvistone C <b>1</b> and C8-epimer <b>1a</b> are described. The key features of our synthesis include Sharpless asymmetric dihydroxylation, stereoselective aryl Grignard reactions, Still–Gennari olefination, and intramolecular cyclization.</p