10.1021/ol503371r.s001
He Zhang
He
Zhang
Yong-Ming Sun
Yong-Ming
Sun
Yalei Zhao
Yalei
Zhao
Zhong-Yang Zhou
Zhong-Yang
Zhou
Ji-Ping Wang
Ji-Ping
Wang
Nana Xin
Nana
Xin
Shao-Zhen Nie
Shao-Zhen
Nie
Chang-Qiu Zhao
Chang-Qiu
Zhao
Li-Biao Han
Li-Biao
Han
One-Pot Process That Efficiently Generates Single
Stereoisomers of 1,3-Bisphosphinylpropanes Having Five Chiral Centers
American Chemical Society
2015
KOH
adduct
stereoselective
stereoselectively
migration
RP
mechanism
CentersP
phosphorus
Bisphosphinylpropane
Chiral
aldehydes 2
Efficiently Generates Single Stereoisomers
bisphosphinylpropane
stereogenic centers
oxide
yield
room temperature
3.
2015-01-02 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/One_Pot_Process_That_Efficiently_Generates_Single_Stereoisomers_of_1_3_Bisphosphinylpropanes_Having_Five_Chiral_Centers/2220145
<i>P,C</i>-Stereogenic 1,3-bisphosphinylpropanes <b>3</b> that have up to five stereogenic centers could be obtained
stereoselectively in high yields by a one-step reaction of (<i>R</i><sub>P</sub>)-menthylphenylphosphine oxide <b>1</b> with α,β-unsaturated aldehydes <b>2</b> catalyzed
by KOH at room temperature. A mechanism was proposed as to involve
a stereoselective intermolecular 1,3′-phosphorus migration
from the 1,2-adduct of <b>1</b> with <b>2</b> to another <b>2</b> generating a 1,4-adduct that subsequently reacts with <b>1</b> to produce <b>3</b>.