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Total synthesis of calonyctin A2, a macrolidic glycolipid with plant growth-promoting activity

✍ Scribed by Jun-ichi Furukawa; Shigeru Kobayashi; Motoyoshi Nomizu; Norio Nishi; Nobuo Sakairi

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 138 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)00427-5

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✦ Synopsis

Calonyctin A2, a tetrasaccharidic glycolipid having a 22-membered macrolidic structure, has been synthesized by the assembly of three 6-deoxygenated thioglycoside intermediates. The short-step synthesis was achieved by preparation of the most complicated b-c disaccharide unit from phenyl 2,2 :4,6:4 ,6 -tri-O-benzylidene-1-thio-β-D-laminaribioside without any glycosidation reaction and by regioselective macrolactonization.

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