An unexpectedly facile cyclization of polyhydric alcohols

Christopher Pavlik; Amber Onorato; Steve Castro; Martha Morton; Mark Peczuh; Michael B. Smith

doi:10.1021/ol9013427

An unexpectedly facile cyclization of polyhydric alcohols

Christopher Pavlik, Amber Onorato, Steve Castro, Martha Morton, Mark Peczuh, Michael B. Smith

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

18 Scopus citations

Abstract

Image Presented Contrary to previous reports in the literature, the reaction of polyhydric alcohols such as sorbitol or mannitol gives good yields of the tetrahydroxyoxepane derivative in the presence of an acid catalyst, in refluxing toluene, with complete retention of stereochemistry.

Original language	English (US)
Pages (from-to)	3722-3725
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	16
DOIs	https://doi.org/10.1021/ol9013427
State	Published - Aug 20 2009
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol9013427

Cite this

@article{e974b7e6a3f94ec483c2086b5f16e4b9,

title = "An unexpectedly facile cyclization of polyhydric alcohols",

abstract = "Image Presented Contrary to previous reports in the literature, the reaction of polyhydric alcohols such as sorbitol or mannitol gives good yields of the tetrahydroxyoxepane derivative in the presence of an acid catalyst, in refluxing toluene, with complete retention of stereochemistry.",

author = "Christopher Pavlik and Amber Onorato and Steve Castro and Martha Morton and Mark Peczuh and Smith, {Michael B.}",

year = "2009",

month = aug,

day = "20",

doi = "10.1021/ol9013427",

language = "English (US)",

volume = "11",

pages = "3722--3725",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "16",

}

TY - JOUR

T1 - An unexpectedly facile cyclization of polyhydric alcohols

AU - Pavlik, Christopher

AU - Onorato, Amber

AU - Castro, Steve

AU - Morton, Martha

AU - Peczuh, Mark

AU - Smith, Michael B.

PY - 2009/8/20

Y1 - 2009/8/20

N2 - Image Presented Contrary to previous reports in the literature, the reaction of polyhydric alcohols such as sorbitol or mannitol gives good yields of the tetrahydroxyoxepane derivative in the presence of an acid catalyst, in refluxing toluene, with complete retention of stereochemistry.

AB - Image Presented Contrary to previous reports in the literature, the reaction of polyhydric alcohols such as sorbitol or mannitol gives good yields of the tetrahydroxyoxepane derivative in the presence of an acid catalyst, in refluxing toluene, with complete retention of stereochemistry.

UR - http://www.scopus.com/inward/record.url?scp=68949111600&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=68949111600&partnerID=8YFLogxK

U2 - 10.1021/ol9013427

DO - 10.1021/ol9013427

M3 - Article

C2 - 19639987

AN - SCOPUS:68949111600

SN - 1523-7060

VL - 11

SP - 3722

EP - 3725

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

An unexpectedly facile cyclization of polyhydric alcohols

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this