Enantioselective Catalytic [4 1]‐Cyclization of ortho‐Hydroxy‐para‐Quinone Methides with Allenoates

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F19%3A73596994" target="_blank" >RIV/61989592:15310/19:73596994 - isvavai.cz</a>

Result on the web

<a href="https://onlinelibrary.wiley.com/doi/pdf/10.1002/chem.201901784" target="_blank" >https://onlinelibrary.wiley.com/doi/pdf/10.1002/chem.201901784</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/chem.201901784" target="_blank" >10.1002/chem.201901784</a>

Result language

angličtina

Original language name

Enantioselective Catalytic [4 1]‐Cyclization of ortho‐Hydroxy‐para‐Quinone Methides with Allenoates

Original language description

The first highly asymmetric catalytic synthesis of densely functionalized dihydrobenzofurans is reported, which starts from ortho‐hydroxy‐containing para‐quinone methides. The reaction relies on an unprecedented formal [4+1]‐annulation of these quinone methides with allenoates in the presence of a commercially available chiral phosphine catalyst. The chiral dihydrobenzofurans were obtained as single diastereomers in yields up to 90 % and with enantiomeric ratios up to 95:5.

Czech name

—

Czech description

—

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10401 - Organic chemistry

Project

—

Continuities

S - Specificky vyzkum na vysokych skolach

Publication year

2019

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

CHEMISTRY-A EUROPEAN JOURNAL

ISSN

0947-6539

e-ISSN

—

Volume of the periodical

25

Issue of the periodical within the volume

34

Country of publishing house

DE - GERMANY

Number of pages

6

Pages from-to

8163-8168

UT code for WoS article

000474807200026

EID of the result in the Scopus database

2-s2.0-85066157832