Synthesis of 8,16-dimethyl- and 8,16-dimethoxy- 5,13-di-t- butyl[2.2]metacyclophane-1,2,9,10-tetraone

Ken ichi Tsukamoto; Daniel A. Sahade; Masahiko Taniguchi; Tsuyoshi Sawada; Thies Thiemann; Shuntaro Mataka

doi:10.1016/S0040-4039(99)00845-X

Synthesis of 8,16-dimethyl- and 8,16-dimethoxy- 5,13-di-t- butyl[2.2]metacyclophane-1,2,9,10-tetraone

Ken ichi Tsukamoto
, Daniel A. Sahade
, Masahiko Taniguchi
, Tsuyoshi Sawada
, Thies Thiemann
, Shuntaro Mataka

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

4 Citations (Scopus)

Abstract

Swem oxidation of 8,16-dimethoxy- and 8,16-dimethyl-5,13-di-t-butyl- l,2,9,10-tetrahydroxy[2.2]metacyclophane, 1 and 2, afforded 5,13-di:t-butyl- 10-hydroxy-8,16-dimethoxy[2.2]metacyclophane-1,2,9-trione 3 and 4. By subsequent oxidation with DDQ, 8,16-dimethoxy- and 8,16-dimethyl-5,13-di-t- butyl[2.2]metacyclophane-1,2,9,10-tetraones, 5 and 6, were obtained.

Original language	English
Pages (from-to)	4691-4692
Number of pages	2
Journal	Tetrahedron Letters
Volume	40
Issue number	25
DOIs	https://doi.org/10.1016/S0040-4039(99)00845-X
Publication status	Published - Jun 18 1999
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(99)00845-X

Cite this

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title = "Synthesis of 8,16-dimethyl- and 8,16-dimethoxy- 5,13-di-t- butyl[2.2]metacyclophane-1,2,9,10-tetraone",

abstract = "Swem oxidation of 8,16-dimethoxy- and 8,16-dimethyl-5,13-di-t-butyl- l,2,9,10-tetrahydroxy[2.2]metacyclophane, 1 and 2, afforded 5,13-di:t-butyl- 10-hydroxy-8,16-dimethoxy[2.2]metacyclophane-1,2,9-trione 3 and 4. By subsequent oxidation with DDQ, 8,16-dimethoxy- and 8,16-dimethyl-5,13-di-t- butyl[2.2]metacyclophane-1,2,9,10-tetraones, 5 and 6, were obtained.",

author = "Tsukamoto, \{Ken ichi\} and Sahade, \{Daniel A.\} and Masahiko Taniguchi and Tsuyoshi Sawada and Thies Thiemann and Shuntaro Mataka",

year = "1999",

month = jun,

day = "18",

doi = "10.1016/S0040-4039(99)00845-X",

language = "English",

volume = "40",

pages = "4691--4692",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "25",

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TY - JOUR

T1 - Synthesis of 8,16-dimethyl- and 8,16-dimethoxy- 5,13-di-t- butyl[2.2]metacyclophane-1,2,9,10-tetraone

AU - Tsukamoto, Ken ichi

AU - Sahade, Daniel A.

AU - Taniguchi, Masahiko

AU - Sawada, Tsuyoshi

AU - Thiemann, Thies

AU - Mataka, Shuntaro

PY - 1999/6/18

Y1 - 1999/6/18

N2 - Swem oxidation of 8,16-dimethoxy- and 8,16-dimethyl-5,13-di-t-butyl- l,2,9,10-tetrahydroxy[2.2]metacyclophane, 1 and 2, afforded 5,13-di:t-butyl- 10-hydroxy-8,16-dimethoxy[2.2]metacyclophane-1,2,9-trione 3 and 4. By subsequent oxidation with DDQ, 8,16-dimethoxy- and 8,16-dimethyl-5,13-di-t- butyl[2.2]metacyclophane-1,2,9,10-tetraones, 5 and 6, were obtained.

AB - Swem oxidation of 8,16-dimethoxy- and 8,16-dimethyl-5,13-di-t-butyl- l,2,9,10-tetrahydroxy[2.2]metacyclophane, 1 and 2, afforded 5,13-di:t-butyl- 10-hydroxy-8,16-dimethoxy[2.2]metacyclophane-1,2,9-trione 3 and 4. By subsequent oxidation with DDQ, 8,16-dimethoxy- and 8,16-dimethyl-5,13-di-t- butyl[2.2]metacyclophane-1,2,9,10-tetraones, 5 and 6, were obtained.

UR - https://www.scopus.com/pages/publications/0033580875

UR - https://www.scopus.com/pages/publications/0033580875#tab=citedBy

U2 - 10.1016/S0040-4039(99)00845-X

DO - 10.1016/S0040-4039(99)00845-X

M3 - Article

AN - SCOPUS:0033580875

SN - 0040-4039

VL - 40

SP - 4691

EP - 4692

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 25

ER -

Synthesis of 8,16-dimethyl- and 8,16-dimethoxy- 5,13-di-t- butyl[2.2]metacyclophane-1,2,9,10-tetraone

Abstract

ASJC Scopus subject areas

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