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Systematic Study on the Catalytic Arsa-Wittig Reaction.

Chemistry (Weinheim an der Bergstrasse, Germany) (2020-07-15)
Ryoto Inaba, Ikuo Kawashima, Toshiki Fujii, Takashi Yumura, Hiroaki Imoto, Kensuke Naka
ABSTRACT

Efficient catalytic arsa-Wittig reactions have been developed by using 1-phenylarsolane as a catalyst. A wide array of aldehydes was converted to the corresponding olefins in high yields with moderate to excellent E stereoselectivity in the presence of a catalytic amount of 1-phenylarsolane. Moreover, density functional theory calculations were carried out to afford insight into the E/Z selectivity.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2-Naphthaldehyde, 98%
Sigma-Aldrich
Triphenylarsine, 97%
Sigma-Aldrich
Methyl 2-bromopropionate, 98%