Anhydrides reduction with LiAlH

We have previously (13) reported a rapid two step synthesis of 4-(pyrrolidino)pyridine copolymers via the reaction of commercially available maleic anhydride copolymers with 4-aminopyridine followed by reduction with LiAlH, yielding polymers with a high degree of functionalization. 

Anthracene is noncarcinogenic and is structurally incapable of forming a bay region diol epoxide. Anthracene 1,2-dihydrodiol is most conveniently synthesized from 2-anthranol by oxidation with phenylseleninic anhydride to anthracene 1,2-dione (55) followed by reduction with NaBH in ethanol (22) or LiAlH (55). Anthracene 1,2-dihydrodiol has also been synthesized via the Prdvost reaction route... 

Reduction of cocaine and/or benzoylecgonine with LiAlH to 2-hydroxymethyl tropine and subsequent O-acylation with heptafluorobutyric anhydride or pentafluoropropionic anhydride. 

Among them, ansamitocins P-3 (81) and P-4 (83) were the most abundant [126]. Reductive hydrolysis of each antibiotic with LiAlH at low temperature gave maytansinol (= ansamitocin P-0) (84). Acetylation of 84 with acetic anhydride in pyridine yielded an antitumor plant product maytanacine (ansamitocin P-1) (79). Maytansinol propionate, corresponding to ansamitocin P-2 (80), could be prepared by Ae acylation of 84. Isolation procedures, chemical characterization and the structures of 79 - 83 were described [127]. 

Scheme 9.113. A representation of the reduction of the cyclohexene derivative (cis-l-methyl-3-oxa-2,4-dioxobicyclo[4.3.0]-7-nonene, cis-l-methyl-cyclohex-4-ene-l,3-dicarboxyUc acid anhydride) with lithium aluminum hydride (LiAlH,) to produce the corresponding lactone, cM-l-methyl-3-oxa-4-oxobicyclo[4.3.0]-7-nonene (cw-l-methyl-l-hydroxymethylcyclohex-4-...

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