A novel synthesis of Oxabicyclo[3.3.1]nonanone via (3,5)-oxonium-ene reaction

Pipas Saha; U. C. Reddy; S. Bondalapati; Anil K. Saikia

doi:10.1021/ol1004092

A novel synthesis of Oxabicyclo[3.3.1]nonanone via (3,5)-oxonium-ene reaction

Pipas Saha, U. C. Reddy, S. Bondalapati, Anil K. Saikia

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

35 Scopus citations

Abstract

Oxabicyclo[3.3.1]nonanone can conveniently be prepared by the reaction of trans-p-menth-6-ene-2,8-diol and aldehyde or epoxide mediated by boron trifluoride etherate in good yields. The reaction proceeds via (3,5)-oxonium-ene-type reaction.

Original language	English
Pages (from-to)	1824-1826
Number of pages	3
Journal	Organic Letters
Volume	12
Issue number	8
DOIs	https://doi.org/10.1021/ol1004092
State	Published - 16 Apr 2010
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol1004092

Cite this

@article{9e875e8d41aa4607ba971aee99748f8e,

title = "A novel synthesis of Oxabicyclo[3.3.1]nonanone via (3,5)-oxonium-ene reaction",

abstract = "Oxabicyclo[3.3.1]nonanone can conveniently be prepared by the reaction of trans-p-menth-6-ene-2,8-diol and aldehyde or epoxide mediated by boron trifluoride etherate in good yields. The reaction proceeds via (3,5)-oxonium-ene-type reaction.",

author = "Pipas Saha and Reddy, {U. C.} and S. Bondalapati and Saikia, {Anil K.}",

year = "2010",

month = apr,

day = "16",

doi = "10.1021/ol1004092",

language = "English",

volume = "12",

pages = "1824--1826",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "8",

}

TY - JOUR

T1 - A novel synthesis of Oxabicyclo[3.3.1]nonanone via (3,5)-oxonium-ene reaction

AU - Saha, Pipas

AU - Reddy, U. C.

AU - Bondalapati, S.

AU - Saikia, Anil K.

PY - 2010/4/16

Y1 - 2010/4/16

N2 - Oxabicyclo[3.3.1]nonanone can conveniently be prepared by the reaction of trans-p-menth-6-ene-2,8-diol and aldehyde or epoxide mediated by boron trifluoride etherate in good yields. The reaction proceeds via (3,5)-oxonium-ene-type reaction.

AB - Oxabicyclo[3.3.1]nonanone can conveniently be prepared by the reaction of trans-p-menth-6-ene-2,8-diol and aldehyde or epoxide mediated by boron trifluoride etherate in good yields. The reaction proceeds via (3,5)-oxonium-ene-type reaction.

UR - http://www.scopus.com/inward/record.url?scp=77951154859&partnerID=8YFLogxK

U2 - 10.1021/ol1004092

DO - 10.1021/ol1004092

M3 - Article

AN - SCOPUS:77951154859

SN - 1523-7060

VL - 12

SP - 1824

EP - 1826

JO - Organic Letters

JF - Organic Letters

IS - 8

ER -

A novel synthesis of Oxabicyclo[3.3.1]nonanone via (3,5)-oxonium-ene reaction

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this