Novel C3V-symmetric tripodal scaffold, triethyl cis,cis,cis-2,5,8- tribenzyltrindane-2,5,8-tricarboxylate, for the construction of artificial receptors.

Heung Jin Choi; Yeon Sil Park; Seok Hun Yun; Hong Seok Kim; Chan Sik Cho; Kwangnak Ko; Kyo Han Ahn

doi:10.1021/ol017294t

Novel C3V-symmetric tripodal scaffold, triethyl cis,cis,cis-2,5,8- tribenzyltrindane-2,5,8-tricarboxylate, for the construction of artificial receptors.

Heung Jin Choi, Yeon Sil Park, Seok Hun Yun, Hong Seok Kim, Chan Sik Cho, Kwangnak Ko, Kyo Han Ahn

Department of Applied Chemistry

Kyungpook National University

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

50 Scopus citations

Abstract

[reaction: see text] A novel C3V-symmetric scaffold, trindane 7, has been efficiently synthesized from 1,3,5-tris(bromomethyl)-2,4,6-tris(chloromethyl)benzene (1) in six steps with 47% overall yield. The control of all-syn stereochemistry in the tribenzylation step has been achieved by blocking one side of the trindane ring as metal carbonyl complexes. The potential utility of trindane 7 as a receptor skeleton has been examined with a urea derivative 12 toward several anionic guests.

Original language	English
Pages (from-to)	795-798
Number of pages	4
Journal	Organic Letters
Volume	4
Issue number	5
DOIs	https://doi.org/10.1021/ol017294t
State	Published - 7 Mar 2002

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title = "Novel C3V-symmetric tripodal scaffold, triethyl cis,cis,cis-2,5,8- tribenzyltrindane-2,5,8-tricarboxylate, for the construction of artificial receptors.",

abstract = "[reaction: see text] A novel C3V-symmetric scaffold, trindane 7, has been efficiently synthesized from 1,3,5-tris(bromomethyl)-2,4,6-tris(chloromethyl)benzene (1) in six steps with 47% overall yield. The control of all-syn stereochemistry in the tribenzylation step has been achieved by blocking one side of the trindane ring as metal carbonyl complexes. The potential utility of trindane 7 as a receptor skeleton has been examined with a urea derivative 12 toward several anionic guests.",

author = "Choi, {Heung Jin} and Park, {Yeon Sil} and Yun, {Seok Hun} and Kim, {Hong Seok} and Cho, {Chan Sik} and Kwangnak Ko and Ahn, {Kyo Han}",

year = "2002",

month = mar,

day = "7",

doi = "10.1021/ol017294t",

language = "English",

volume = "4",

pages = "795--798",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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T1 - Novel C3V-symmetric tripodal scaffold, triethyl cis,cis,cis-2,5,8- tribenzyltrindane-2,5,8-tricarboxylate, for the construction of artificial receptors.

AU - Choi, Heung Jin

AU - Park, Yeon Sil

AU - Yun, Seok Hun

AU - Kim, Hong Seok

AU - Cho, Chan Sik

AU - Ko, Kwangnak

AU - Ahn, Kyo Han

PY - 2002/3/7

Y1 - 2002/3/7

N2 - [reaction: see text] A novel C3V-symmetric scaffold, trindane 7, has been efficiently synthesized from 1,3,5-tris(bromomethyl)-2,4,6-tris(chloromethyl)benzene (1) in six steps with 47% overall yield. The control of all-syn stereochemistry in the tribenzylation step has been achieved by blocking one side of the trindane ring as metal carbonyl complexes. The potential utility of trindane 7 as a receptor skeleton has been examined with a urea derivative 12 toward several anionic guests.

AB - [reaction: see text] A novel C3V-symmetric scaffold, trindane 7, has been efficiently synthesized from 1,3,5-tris(bromomethyl)-2,4,6-tris(chloromethyl)benzene (1) in six steps with 47% overall yield. The control of all-syn stereochemistry in the tribenzylation step has been achieved by blocking one side of the trindane ring as metal carbonyl complexes. The potential utility of trindane 7 as a receptor skeleton has been examined with a urea derivative 12 toward several anionic guests.

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U2 - 10.1021/ol017294t

DO - 10.1021/ol017294t

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C2 - 11869130

AN - SCOPUS:0037035051

SN - 1523-7060

VL - 4

SP - 795

EP - 798

JO - Organic Letters

JF - Organic Letters

IS - 5

ER -

Novel C3V-symmetric tripodal scaffold, triethyl cis,cis,cis-2,5,8- tribenzyltrindane-2,5,8-tricarboxylate, for the construction of artificial receptors.

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