01499nas a2200157   4500008004100000022001400041245012500055210006900180260011000249300001600359490000700375520078700382100002301169700001901192856013001211       2015                        eng d  a1477-052000aChemoenzymatic collective synthesis of optically active hydroxyl(methyl)tetrahydronaphthalene-based bioactive terpenoids0 aChemoenzymatic collective synthesis of optically active hydroxyl  aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcSEP  a11331-113400 v133 a<p>Starting from succinic anhydride and 2-methylanisole, a chemoenzymatic collective formal/total synthesis of several optically active tetrahydronaphthalene based bioactive natural products has been presented via advanced level common precursors; the natural product and antipode (-)/(+)-aristelegone B. Regioselective benzylic oxidations, stereoselective introduction of hydroxyl groups at the alpha-position of ketone moiety in syn-orientation, efficient enzymatic resolutions with high enantiomeric purity, stereoselective reductions, samarium iodide induced deoxygenations and tandem acylation-Wittig reactions without racemization and/or eliminative aromatization were the key features. An attempted diastereo-selective synthesis of (+/-)-vallapin has also been described.</p>1 aBatwal, Ramesh, U.1 aArgade, N., P.  uhttps://library.ncl.res.in/content/chemoenzymatic-collective-synthesis-optically-active-hydroxylmethyltetrahydronaphthalene-0