Nucleophilic phosphine-catalyzed iodocyclization of isoprenoids bearing an oxygen terminal group

Akira Sakakura; Gakujun Shomi; Atsushi Ukai; Kazuaki Ishihara

doi:10.3987/COM-09-S(E)1

Nucleophilic phosphine-catalyzed iodocyclization of isoprenoids bearing an oxygen terminal group

Akira Sakakura, Gakujun Shomi, Atsushi Ukai, Kazuaki Ishihara

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

19 Citations (Scopus)

Abstract

The nucleophilic phosphine-catalyzed diastereoselective iodocyclization of linear isoprenoids bearing an oxygen terminal group was investigated. TBDMS ether of homogeraniol and TBDMS ester of homogeranic acid were successfully converted to the corresponding iodopolycyclic products in the presence of a catalytic amount of triphenylphosphine with complete diastereoselectivity.

Original language	English
Pages (from-to)	249-255
Number of pages	7
Journal	Heterocycles
Volume	82
Issue number	1
DOIs	https://doi.org/10.3987/COM-09-S(E)1
Publication status	Published - Dec 1 2010
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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abstract = "The nucleophilic phosphine-catalyzed diastereoselective iodocyclization of linear isoprenoids bearing an oxygen terminal group was investigated. TBDMS ether of homogeraniol and TBDMS ester of homogeranic acid were successfully converted to the corresponding iodopolycyclic products in the presence of a catalytic amount of triphenylphosphine with complete diastereoselectivity.",

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AU - Sakakura, Akira

AU - Shomi, Gakujun

AU - Ukai, Atsushi

AU - Ishihara, Kazuaki

PY - 2010/12/1

Y1 - 2010/12/1

N2 - The nucleophilic phosphine-catalyzed diastereoselective iodocyclization of linear isoprenoids bearing an oxygen terminal group was investigated. TBDMS ether of homogeraniol and TBDMS ester of homogeranic acid were successfully converted to the corresponding iodopolycyclic products in the presence of a catalytic amount of triphenylphosphine with complete diastereoselectivity.

AB - The nucleophilic phosphine-catalyzed diastereoselective iodocyclization of linear isoprenoids bearing an oxygen terminal group was investigated. TBDMS ether of homogeraniol and TBDMS ester of homogeranic acid were successfully converted to the corresponding iodopolycyclic products in the presence of a catalytic amount of triphenylphosphine with complete diastereoselectivity.

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Nucleophilic phosphine-catalyzed iodocyclization of isoprenoids bearing an oxygen terminal group

Abstract

ASJC Scopus subject areas

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