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Topics in Current Chemistry (2020) 378:9
and enamine, and an asymmetric reduction of imine to 49. Later in 2017, Han and
coworkers reported a similar reaction with enhanced performance, and a wider
scope of terminal alkenes were amenable to prepare chiral amines (Scheme 13b)
[63].
In 2018, Han and Gong designed a cascade hydroformylation and asymmetric allylation reaction using a multi-catalyst system consisting of a rhodium(I)
complex, a palladium(0) complex, CPA 7, and an achiral amine 53 (Scheme 14)
[64]. This method offered an efficient route to access α-quaternary chiral aldehydes from abundantly available feedstocks, such as styrenes 47, allylic alcohols
52, and syngas.
In addition, Han and Gong reported a multiple relay catalysis of rhodium and
CPA for the synthesis of chiral tetrahydropyrans 59 from aldehydes 55, allylboronates 56, and syngas (Scheme 15) [65]. This cascade reaction integrates the
CPA-catalyzed asymmetric allylboration of aldehydes and Rh-catalyzed alkene
hydroformylation.
Scheme 11 Enantioselective redox-pinacol-Mannich cascade reaction rendered by gold(I)/CPA relay
catalysis
Scheme 12 Redox annulation of nitroalkyne with indole enabled by Au(I)/CPA relay catalysis
Reprinted from the journal
193
Topics in Current Chemistry (2020) 378:9
and enamine, and an asymmetric reduction of imine to 49. Later in 2017, Han and
coworkers reported a similar reaction with enhanced performance, and a wider
scope of terminal alkenes were amenable to prepare chiral amines (Scheme 13b)
[63].
In 2018, Han and Gong designed a cascade hydroformylation and asymmetric allylation reaction using a multi-catalyst system consisting of a rhodium(I)
complex, a palladium(0) complex, CPA 7, and an achiral amine 53 (Scheme 14)
[64]. This method offered an efficient route to access α-quaternary chiral aldehydes from abundantly available feedstocks, such as styrenes 47, allylic alcohols
52, and syngas.
In addition, Han and Gong reported a multiple relay catalysis of rhodium and
CPA for the synthesis of chiral tetrahydropyrans 59 from aldehydes 55, allylboronates 56, and syngas (Scheme 15) [65]. This cascade reaction integrates the
CPA-catalyzed asymmetric allylboration of aldehydes and Rh-catalyzed alkene
hydroformylation.
Scheme 11 Enantioselective redox-pinacol-Mannich cascade reaction rendered by gold(I)/CPA relay
catalysis
Scheme 12 Redox annulation of nitroalkyne with indole enabled by Au(I)/CPA relay catalysis
Reprinted from the journal
193