A dynamic kinetic asymmetric transfer hydrogenation–cyclization tandem reaction: an easy access to chiral 3,4-dihydro-2H-pyran-carbonitriles,Chemical Communications

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A dynamic kinetic asymmetric transfer hydrogenation–cyclization tandem reaction: an easy access to chiral 3,4-dihydro-2H-pyran-carbonitriles
Chemical Communications ( IF 4.9 ) Pub Date : 2017-05-12 00:00:00 , DOI: 10.1039/c7cc02156a
Dongsong Zheng _{1,

2,

3,

4} , Qiankun Zhao _{1,

2,

3,

4} , Xiaoying Hu _{1,

2,

3,

4} , Tanyu Cheng _{1,

2,

3,

4} , Guohua Liu _{1,

2,

3,

4} , Wei Wang _{1,

2,

3,

4,

5}

Affiliation

A chiral (mesitylene)RuCl(monosulfonated diamine) catalysed dynamic kinetic resolution (DKR)–asymmetric transfer hydrogenation (ATH) process is developed for highly enantio- (up to 99% ee) and diastereo- (up to 98

2 dr) selective reduction of challenging racemic α-aryl-γ-keto malononitriles. A spontaneous cyclization reaction of the hydrogenation products delivers a cascade process for efficient synthesis of useful enantioenriched 3,4-dihydro-2H-pyran-carbonitriles.

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