Synthesis of (±)‐Lasubine II Using  N ‐Methoxyamines | Zendy

Yokoyama Takashi | Zendy; Fukami Yutaro | Zendy; Sato Takaaki | Zendy; Chida Noritaka | Zendy

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Synthesis of (±)‐Lasubine II Using N ‐Methoxyamines

Author(s) -

Yokoyama Takashi,

Fukami Yutaro,

Sato Takaaki,

Chida Noritaka

Publication year - 2016

Publication title -

chemistry – an asian journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.18

H-Index - 106

eISSN - 1861-471X

pISSN - 1861-4728

DOI - 10.1002/asia.201501143

Subject(s) - piperidine , nitrone , component (thermodynamics) , carbon fibers , chemistry , group (periodic table) , combinatorial chemistry , stereochemistry , organic chemistry , mathematics , physics , cycloaddition , catalysis , algorithm , composite number , thermodynamics

The synthesis of (±)‐lasubine II has been achieved through a three‐component allylation capitalizing on the unique properties of N ‐methoxyamines. This reaction enabled the installation of all the carbon atoms of lasubine II in a single operation. The N ‐methoxy group was efficiently used for the subsequent nitrone formation. A single‐step cyclization of isoxazolidines or N ‐methoxyamines to form functionalized piperidine rings was also developed.

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