Synthetic studies on halichlorine and pinnaic acid: Palladium-mediated construction of the bicyclic spiro core

Wakako Yokota; Mitsuru Shindo; Kozo Shishido

doi:10.3987/com-00-s(i)85

Synthetic studies on halichlorine and pinnaic acid: Palladium-mediated construction of the bicyclic spiro core

Wakako Yokota, Mitsuru Shindo, Kozo Shishido

Research output: Contribution to journal › Article › peer-review

30 Citations (Scopus)

Abstract

Palladium-mediated cyclization of 19 and 23 directed toward the construction of the bicyclic core (3), which would serve as a key intermediate for the total synthesis of halichlorine (1) and pinnaic acid (2), was explored and found to proceed for 19 in a highly diastereoselective manner furnishing the unnatural isomer (21), and providing a mixture of the desired product (3) and (21) for 23.

Original language	English
Pages (from-to)	871-885
Number of pages	15
Journal	Heterocycles
Volume	54
Issue number	2
DOIs	https://doi.org/10.3987/com-00-s(i)85
Publication status	Published - Feb 1 2001
Externally published	Yes

All Science Journal Classification (ASJC) codes

Analytical Chemistry
Pharmacology
Organic Chemistry

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10.3987/com-00-s(i)85

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AB - Palladium-mediated cyclization of 19 and 23 directed toward the construction of the bicyclic core (3), which would serve as a key intermediate for the total synthesis of halichlorine (1) and pinnaic acid (2), was explored and found to proceed for 19 in a highly diastereoselective manner furnishing the unnatural isomer (21), and providing a mixture of the desired product (3) and (21) for 23.

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Synthetic studies on halichlorine and pinnaic acid: Palladium-mediated construction of the bicyclic spiro core

Abstract

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