A new one-step method for oxaadamantane synthesis

Pavel A. Krasutsky; Igor V. Kolomitsin; Robert M. Carlson; Maitland Jones

doi:10.1016/0040-4039(96)01202-6

A new one-step method for oxaadamantane synthesis

Pavel A. Krasutsky
, Igor V. Kolomitsin
, Robert M. Carlson
, Maitland Jones

Chemistry & Biochemistry

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

12 Scopus citations

Abstract

Oxidation of 2-methyl-2-hydroxyadamantane by trifluoroperacetic acid in trifluoroacetic acid gives oxaadamantane and exo-2-oxaadamantane-4-ol in a good yield. Other 2-hydroxyadamantane derivatives do not undergo this transformation. An oxidative cleavage and subsequent cyclization mechanism is proposed.

Original language	English (US)
Pages (from-to)	5673-5674
Number of pages	2
Journal	Tetrahedron Letters
Volume	37
Issue number	32
DOIs	https://doi.org/10.1016/0040-4039(96)01202-6
State	Published - Aug 5 1996

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title = "A new one-step method for oxaadamantane synthesis",

abstract = "Oxidation of 2-methyl-2-hydroxyadamantane by trifluoroperacetic acid in trifluoroacetic acid gives oxaadamantane and exo-2-oxaadamantane-4-ol in a good yield. Other 2-hydroxyadamantane derivatives do not undergo this transformation. An oxidative cleavage and subsequent cyclization mechanism is proposed.",

author = "Krasutsky, \{Pavel A.\} and Kolomitsin, \{Igor V.\} and Carlson, \{Robert M.\} and Maitland Jones",

year = "1996",

month = aug,

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doi = "10.1016/0040-4039(96)01202-6",

language = "English (US)",

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pages = "5673--5674",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "32",

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TY - JOUR

T1 - A new one-step method for oxaadamantane synthesis

AU - Krasutsky, Pavel A.

AU - Kolomitsin, Igor V.

AU - Carlson, Robert M.

AU - Jones, Maitland

PY - 1996/8/5

Y1 - 1996/8/5

N2 - Oxidation of 2-methyl-2-hydroxyadamantane by trifluoroperacetic acid in trifluoroacetic acid gives oxaadamantane and exo-2-oxaadamantane-4-ol in a good yield. Other 2-hydroxyadamantane derivatives do not undergo this transformation. An oxidative cleavage and subsequent cyclization mechanism is proposed.

AB - Oxidation of 2-methyl-2-hydroxyadamantane by trifluoroperacetic acid in trifluoroacetic acid gives oxaadamantane and exo-2-oxaadamantane-4-ol in a good yield. Other 2-hydroxyadamantane derivatives do not undergo this transformation. An oxidative cleavage and subsequent cyclization mechanism is proposed.

UR - https://www.scopus.com/pages/publications/0030570902

UR - https://www.scopus.com/pages/publications/0030570902#tab=citedBy

U2 - 10.1016/0040-4039(96)01202-6

DO - 10.1016/0040-4039(96)01202-6

M3 - Article

AN - SCOPUS:0030570902

SN - 0040-4039

VL - 37

SP - 5673

EP - 5674

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 32

ER -

A new one-step method for oxaadamantane synthesis

Abstract

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