Carboxylic acid-catalyzed highly efficient and selective hydroboration of alkynes with pinacolborane

Hon Eong Ho; Naoki Asao; Yoshinori Yamamoto; Tienan Jin

doi:10.1021/ol502285s

Carboxylic acid-catalyzed highly efficient and selective hydroboration of alkynes with pinacolborane

Hon Eong Ho, Naoki Asao, Yoshinori Yamamoto, Tienan Jin

SCI - Research and Analytical Center for Giant Molecules

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

71 Citations (Scopus)

Abstract

We have demonstrated for the first time that carboxylic acids are able to catalyze the direct hydroboration of various terminal and internal alkynes with pinacolborane without using any metal catalysts. This unprecedented catalytic hydroboration exhibits a broad functional groups compatibility, giving the corresponding alkenyl diboronates and monoboronates in good to high yields with exclusive regio- and stereoselectivities.

Original language	English
Pages (from-to)	4670-4673
Number of pages	4
Journal	Organic letters
Volume	16
Issue number	17
DOIs	https://doi.org/10.1021/ol502285s
Publication status	Published - 2014 Sep 5

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol502285s

Cite this

@article{6082ca7c2bb54e329a1a0b02603f8e1c,

title = "Carboxylic acid-catalyzed highly efficient and selective hydroboration of alkynes with pinacolborane",

abstract = "We have demonstrated for the first time that carboxylic acids are able to catalyze the direct hydroboration of various terminal and internal alkynes with pinacolborane without using any metal catalysts. This unprecedented catalytic hydroboration exhibits a broad functional groups compatibility, giving the corresponding alkenyl diboronates and monoboronates in good to high yields with exclusive regio- and stereoselectivities.",

author = "Ho, {Hon Eong} and Naoki Asao and Yoshinori Yamamoto and Tienan Jin",

note = "Publisher Copyright: {\textcopyright} 2014 American Chemical Society.",

year = "2014",

month = sep,

day = "5",

doi = "10.1021/ol502285s",

language = "English",

volume = "16",

pages = "4670--4673",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "17",

}

TY - JOUR

T1 - Carboxylic acid-catalyzed highly efficient and selective hydroboration of alkynes with pinacolborane

AU - Ho, Hon Eong

AU - Asao, Naoki

AU - Yamamoto, Yoshinori

AU - Jin, Tienan

PY - 2014/9/5

Y1 - 2014/9/5

N2 - We have demonstrated for the first time that carboxylic acids are able to catalyze the direct hydroboration of various terminal and internal alkynes with pinacolborane without using any metal catalysts. This unprecedented catalytic hydroboration exhibits a broad functional groups compatibility, giving the corresponding alkenyl diboronates and monoboronates in good to high yields with exclusive regio- and stereoselectivities.

AB - We have demonstrated for the first time that carboxylic acids are able to catalyze the direct hydroboration of various terminal and internal alkynes with pinacolborane without using any metal catalysts. This unprecedented catalytic hydroboration exhibits a broad functional groups compatibility, giving the corresponding alkenyl diboronates and monoboronates in good to high yields with exclusive regio- and stereoselectivities.

UR - http://www.scopus.com/inward/record.url?scp=84914127501&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84914127501&partnerID=8YFLogxK

U2 - 10.1021/ol502285s

DO - 10.1021/ol502285s

M3 - Article

AN - SCOPUS:84914127501

VL - 16

SP - 4670

EP - 4673

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 17

ER -

Carboxylic acid-catalyzed highly efficient and selective hydroboration of alkynes with pinacolborane

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this