Toward Total Synthesis of Yohimbine and Reserpine Alkaloids; Part 1.An Improved Synthesis of cis-5,

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An improved and high-yielding synthesis of cis-5, 8-dihydroxy-1, 4, 5, 8, 9, 10- hexa-hydronaphthalene-1,8-lactone 7, an intermediate for (-)-reserpine 1 is presented. The conjugated ketone 5 was regioselectively reduced to afford lactone 7 with zinc borohydride formed in situ from KBH4 and ZnCl2 in THF.
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