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Inter- and intramolecular alcohol additions to exo-glycals

✍ Scribed by Chuan-Fa Chang; Wen-Bin Yang; Che-Chien Chang; Chun-Hung Lin

Book ID
104251807
Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
159 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

Various exo-glycals were explored for the glycosidic bond formation and synthesis of spiroacetals in a stereoselective manner. The former reaction was an intermolecular alcohol addition to give the S new stereogenic center, resulting from the nucleophilic attack from the bottom face of the sugar ring. The latter one was carried out by the hydroboration of a sugar diene, followed by a subsequent acid workup.

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