A novel synthetic approach to medium ring lactones via dienetricarbonyliron complexes

Ming Liang Lai; Shun Chi Chang; Chung Chen Hwu; Ming Chang P. Yeh

doi:10.1016/0040-4039(96)01334-2

A novel synthetic approach to medium ring lactones via dienetricarbonyliron complexes

Ming Liang Lai, Shun Chi Chang, Chung Chen Hwu, Ming Chang P. Yeh^*

^*Corresponding author for this work

Department of Chemistry

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

6 Citations (Scopus)

Abstract

Reaction of lithium diisopropylamine (LDA) with (η⁴-1,3-buadiene)Fe(CO)₃ complexes bearing carboester functionalized side chains at C-5 gives eight- to ten-membered lactones as the major products after electrophilic quenching. However, treatments of the complexes with LDA, under an atmosphere of carbon monoxide, furnish bridged bicyclo[5.2.1]decane and bicyclo[6.2.1]undecane lactone skeletons as the major products.

Original language	English
Pages (from-to)	6149-6152
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	34
DOIs	https://doi.org/10.1016/0040-4039(96)01334-2
Publication status	Published - 1996 Aug 19

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(96)01334-2

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title = "A novel synthetic approach to medium ring lactones via dienetricarbonyliron complexes",

abstract = "Reaction of lithium diisopropylamine (LDA) with (η4-1,3-buadiene)Fe(CO)3 complexes bearing carboester functionalized side chains at C-5 gives eight- to ten-membered lactones as the major products after electrophilic quenching. However, treatments of the complexes with LDA, under an atmosphere of carbon monoxide, furnish bridged bicyclo[5.2.1]decane and bicyclo[6.2.1]undecane lactone skeletons as the major products.",

author = "Lai, {Ming Liang} and Chang, {Shun Chi} and Hwu, {Chung Chen} and Yeh, {Ming Chang P.}",

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AU - Lai, Ming Liang

AU - Chang, Shun Chi

AU - Hwu, Chung Chen

AU - Yeh, Ming Chang P.

PY - 1996/8/19

Y1 - 1996/8/19

N2 - Reaction of lithium diisopropylamine (LDA) with (η4-1,3-buadiene)Fe(CO)3 complexes bearing carboester functionalized side chains at C-5 gives eight- to ten-membered lactones as the major products after electrophilic quenching. However, treatments of the complexes with LDA, under an atmosphere of carbon monoxide, furnish bridged bicyclo[5.2.1]decane and bicyclo[6.2.1]undecane lactone skeletons as the major products.

AB - Reaction of lithium diisopropylamine (LDA) with (η4-1,3-buadiene)Fe(CO)3 complexes bearing carboester functionalized side chains at C-5 gives eight- to ten-membered lactones as the major products after electrophilic quenching. However, treatments of the complexes with LDA, under an atmosphere of carbon monoxide, furnish bridged bicyclo[5.2.1]decane and bicyclo[6.2.1]undecane lactone skeletons as the major products.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 34

ER -

A novel synthetic approach to medium ring lactones via dienetricarbonyliron complexes

Abstract

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