Chiral acetylenic sulfoxide in alkaloid synthesis. Total synthesis of (R)-(+)-carnegine

DOI: 10.1016/0040-4039(91)80426-7

Source and publish data:

Tetrahedron Letters p. 6861 - 6864 (1991)

Update date:2022-09-26

Topics: Characterization Introduction of chirality Purification and Isolation Ring Formation Construction of the Core Structure Functional Group Transformations

Authors:

Lee Lee

Chan Chan

Lee Lee

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Article abstract of DOI:10.1016/0040-4039(91)80426-7

Remarkable diastereoselectivity was observed in the cyclization of β-aminovinyl sulfoxide 5a prepared from chiral acetylenic sulfoxide 1a in acidic medium. The cyclized product 6a was then converted to (R)-(+)-carnegine.

Full text of DOI:10.1016/0040-4039(91)80426-7

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