Heterocycles p. 369 - 385 (2003)
Update date:2022-07-31
Topics:
Yabu, Kazuo
Masumoto, Shuji
Kanai, Motomu
Du, Wu
Curran, Dennis P.
Shibasaki, Masakatsu
An efficient catalytic enantioselective synthetic route was developed for Curran's versatile camptothecin intermediate (5). The key step is the catalytic enantioselective cyanosilylation of ketone (7) using a chiral samarium (Sm) complex. The target ketone cyanohydrin (6) was obtained with 90% ee using 2 mol % of the catalyst. A gadolinium (Gd) complex derived from the same chiral ligand could also be used as an enantioselective catalyst to synthesize Corey's intermediate (11).
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