Stereocontrolled Synthesis of a Trihydroxylated Indolizidine Alkaloid, 1-Deoxycastanospermine

DOI: 10.1055/s-1997-962

Source and publish data:

Synlett p. 911 - 912 (1997)

Update date:2022-08-03

Topics:

Authors:

Yoda, Hidemi

Nakajima, Tomohito

Takabe, Kunihiko

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Article abstract of DOI:10.1055/s-1997-962

An efficient and novel process is described for the asymmetric synthesis of (6S,7R,8R,8aR)-6,7,8-trihydroxyindolizidine alkaloid, 1-deoxycastanospermine in 22% overall yield based on the C₂-imide featuring the completely stereoselective reduction of an α-hydroxypyrrolidine intermediate elaborated through asymmetric deoxygenation of a quaternary α-hydroxylactam.

Full text of DOI:10.1055/s-1997-962

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