SYNTHESIS |
Author forms the glucoside of hydroxyphenylacetone. He reduces that either with a mix of sodium borohydride and calcium chloride, or with calcium borohydride. Explaining the role of calcium, he says, "In this approach, we use a divalent metal complex between O-1 and O-2 of a glycoside to deliver a hydride reducing agent to a carbonyl group in the aglycon, which is also the prochiral moiety." Following the hydride reduction, acid hydrolysis cleaves the (R)-3-phenyl-1,2-propanediol product from the glucose
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