01457nas a2200265   4500008004100000022001400041245006400055210006200119260007600181300001400257520056300271653002500834653001700859653002000876653001600896653001600912653002100928653002000949100002800969700002600997700002201023700002601045700002401071856009601095       2008                        eng d  a1434-193X00aFirst asymmetric total synthesis of penarolide sulfate A(1)0 aFirst asymmetric total synthesis of penarolide sulfate A1  aCOMMERCE PLACE, 350 MAIN ST, MALDEN 02148, MA USAbWILEY-BLACKWELLcDEC  a6213-62243 a<p>Penarolide sulfate A(1), with three contiguous stereogenic centers on a macrocyclic skeleton, affords promise as an alpha-glucosidase inhibitor. Herein, we describe the first asymmetric total synthesis of this natural product. A stereoselective strategy for rapid assembly of the complete framework of the 30-membered macrocyclic core is delineated herein. Sequential amidation and intramolecular Sonogashira cross-coupling reactions were pivotal to the success of our efforts. ((C) Wiley-VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2008)</p>10aAsymmetric synthesis10aC-C coupling10aDihydroxylation10aepoxidation10aMacrocycles10aRegioselectivity10aTotal synthesis1 aMohapatra, Debendra, K.1 aBhattasali, Debabrata1 aGujar, Mukund, K.1 aKhan, Mohammad, Islam1 aShashidhara, K., S.  uhttps://library.ncl.res.in/content/first-asymmetric-total-synthesis-penarolide-sulfate-a1-0