A new synthetic approach to α-chlorocinnamaldehydes

Valentine G. Nenajdenko; Alexander L. Reznichenko; Olesya N. Lenkova; Alexey V. Shastin; Elizabeth S. Balenkova

doi:10.1055/s-2004-837303

A new synthetic approach to α-chlorocinnamaldehydes

Valentine G. Nenajdenko^*
, Alexander L. Reznichenko
, Olesya N. Lenkova
, Alexey V. Shastin
, Elizabeth S. Balenkova

^*Corresponding author for this work

Not published at VTT

Moscow State University (MSU)
RAS - Institute of Problems of Chemical Physics

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

15 Citations (Scopus)

Abstract

A new simple and efficient transformation of aromatic aldehydes into α-chlorocinnamaldehydes is described. Catalytic olefination reaction of hydrazones of aromatic aldehydes with 2-trichloromethyl-1,3-dioxolane gives ethylene acetals of target alkenes in moderate to good yields. The reaction proceeds stereoselectively to form preferably Z-isomers.

Original language	English
Pages (from-to)	605-609
Number of pages	5
Journal	Synthesis
Issue number	4
DOIs	https://doi.org/10.1055/s-2004-837303
Publication status	Published - 7 Mar 2005
MoE publication type	Not Eligible

Keywords

α-chlorocinnamaldehydes
2-trichloromethyl-1,3-dioxolane
Alkenes
Catalysis
Catalytic olefination

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10.1055/s-2004-837303

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title = "A new synthetic approach to α-chlorocinnamaldehydes",

abstract = "A new simple and efficient transformation of aromatic aldehydes into α-chlorocinnamaldehydes is described. Catalytic olefination reaction of hydrazones of aromatic aldehydes with 2-trichloromethyl-1,3-dioxolane gives ethylene acetals of target alkenes in moderate to good yields. The reaction proceeds stereoselectively to form preferably Z-isomers.",

keywords = "α-chlorocinnamaldehydes, 2-trichloromethyl-1,3-dioxolane, Alkenes, Catalysis, Catalytic olefination",

author = "Nenajdenko, \{Valentine G.\} and Reznichenko, \{Alexander L.\} and Lenkova, \{Olesya N.\} and Shastin, \{Alexey V.\} and Balenkova, \{Elizabeth S.\}",

year = "2005",

month = mar,

day = "7",

doi = "10.1055/s-2004-837303",

language = "English",

pages = "605--609",

journal = "Synthesis",

issn = "0039-7881",

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TY - JOUR

T1 - A new synthetic approach to α-chlorocinnamaldehydes

AU - Nenajdenko, Valentine G.

AU - Reznichenko, Alexander L.

AU - Lenkova, Olesya N.

AU - Shastin, Alexey V.

AU - Balenkova, Elizabeth S.

PY - 2005/3/7

Y1 - 2005/3/7

N2 - A new simple and efficient transformation of aromatic aldehydes into α-chlorocinnamaldehydes is described. Catalytic olefination reaction of hydrazones of aromatic aldehydes with 2-trichloromethyl-1,3-dioxolane gives ethylene acetals of target alkenes in moderate to good yields. The reaction proceeds stereoselectively to form preferably Z-isomers.

AB - A new simple and efficient transformation of aromatic aldehydes into α-chlorocinnamaldehydes is described. Catalytic olefination reaction of hydrazones of aromatic aldehydes with 2-trichloromethyl-1,3-dioxolane gives ethylene acetals of target alkenes in moderate to good yields. The reaction proceeds stereoselectively to form preferably Z-isomers.

KW - α-chlorocinnamaldehydes

KW - 2-trichloromethyl-1,3-dioxolane

KW - Alkenes

KW - Catalysis

KW - Catalytic olefination

UR - https://www.scopus.com/pages/publications/15444363617

U2 - 10.1055/s-2004-837303

DO - 10.1055/s-2004-837303

M3 - Article

AN - SCOPUS:15444363617

SN - 0039-7881

SP - 605

EP - 609

JO - Synthesis

JF - Synthesis

IS - 4

ER -

A new synthetic approach to α-chlorocinnamaldehydes

Abstract

Keywords

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