01538nas a2200265   4500008004100000022001400041245015600055210006900211260000900280300001400289490000700303520053300310653002900843653003200872653002700904653002300931653006100954100002401015700002401039700002001063700001601083700002001099700002401119856012901143       2021                        eng d  a0039-788100aUnified approach for the total synthesis of Bis-THF C-15 acetogenins: a chloroenyne from laurencia majuscula, laurendecumenyne B and laurefurenynes A/B0 aUnified approach for the total synthesis of BisTHF C15 acetogeni  cAUG   a2903-29100 v533 aA highly diastereoselective total synthesis of several bis-THF C-15 acetogenin natural products, chloroenyne from Laurencia majuscula, laurendecumenyne B, and laurefurenyries A/B, is reported. Additionally the synthesis of an advanced intermediate reported in the earlier total synthesis of (E/Z)-elatenynes (formal synthesis) is described. The salient features in the synthesis include epoxide opening, Birch reduction, Sharpless asymmetric dihydroxylation-cycloetherification, S(N)2 halogenation, and a relay cross metathesis.10abis-THF C-15 acetogenins10acarbohydrate building block10arelay-cross-metathesis10aS(N)2 halogenation10aSharpless asymmetric dihydroxylation-cycloetherification1 aSenapati, Sibadatta1 aUnmesh, Nivedya, A.1 aShet, Manoj, N.1 aAhmad, Iram1 aAjikumar, Nandu1 aRamana, Chepuri, V.  uhttps://library.ncl.res.in/content/unified-approach-total-synthesis-bis-thf-c-15-acetogenins-chloroenyne-laurencia-majuscula