01510nas a2200169   4500008004100000022001400041245016800055210006900223260010600292300001200398490000700410520072900417100002001146700002401166700001901190856013101209       2013                        eng d  a0957-416600aAsymmetric routes to pentadec-1-en-4-ol: application to the syntheses of aculeatins F and epi-F, (R)- and (S)-5-hexadecanolide and a formal synthesis of solenopsin0 aAsymmetric routes to pentadec1en4ol application to the syntheses  aTHE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLANDbPERGAMON-ELSEVIER SCIENCE LTDcMAR  a305-3140 v243 a<p>A short and simple route to the synthesis of pentadec-1-en-4-ol, an important synthetic building block for the aculeatins F and epi-F, insect pheromone 5-hexadecanolide, solenopsin and various other natural products has been developed via proline-catalyzed alpha-aminoxylation of an aldehyde and hydrolytic kinetic resolution of a terminal epoxide. While the synthesis of aculeatins F and epi-F has been accomplished using a FIFA promoted oxidative spirocyclization/dithiane deprotection reaction sequence and linchpin coupling as key steps, the synthesis of hexadecanolide and a formal synthesis of solenopsin was performed using ring-closing metathesis (RCM) as key step. (C) 2013 Elsevier Ltd. All rights reserved.</p>1 aHarbindu, Anand1 aSharma, Brijesh, M.1 aKumar, Pradeep  uhttps://library.ncl.res.in/content/asymmetric-routes-pentadec-1-en-4-ol-application-syntheses-aculeatins-f-and-epi-f-r-and-s-0