With mercury dicyanide

Similarly, Shen and coworkers36 obtained 4-0-(2-acetamido-3,4,6-tri-O- acetyl - 2 - deoxy -/ - d- glucopyranosyl) -N- (benzyloxycarbonyl)homo-serinamide (164) by coupling 2-acetamido-3,4,6-tri-0-acetyl-2-deoxy-a-D-glucopyranosyl chloride (6) with 2-N-(benzyloxycarbonylamino)-4-hydroxybutanamide128 (163) in the presence of mercury dicyanide. 

A similar series of reactions was performed by Paulsen and Hdlck141 for the preparation of the T-antigenic, unprotected, amino acid-disaccha-rides 200 and 201, starting from the 4,6-0-benzylidene-N-(benzyloxy-carbonyl) benzyl esters 198 and 199, respectively, by condensation with 110 in the presence of mercury dicyanide-mercury dichloride and molecular sieves 4A, and deprotection of the product. Sinay and co-workers148 also reported the synthesis of hexa-O-acetyl derivatives of 200 and 201 by application of the sequence of azido-nitration-bromination. 

The reaction of mercury dicyanide with HFA yields a mixture of 193 and 194 [Eq. (152)]. Subsequent reaction of this mixture with diphenylchloro-phosphane affords the bicyclic compound 80a. This bicycle is structurally related to the product 80 from the reaction of HFA with phenyldicyano-phosphane [Eq. (68)], which is also accessible from the cyanotrimethyl-silane-HFA system [Eq. (12)] (210) (vide supra). 

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