Direct Catalytic  Asymmetric Addition  of Allylic Cyanides to Aldehydes for Expeditious Access to Enantioenriched Unsaturated δ‐Valerolactones | Zendy

Otsuka Yasunari | Zendy; Takada Hisashi | Zendy; Yasuda Shigeo | Zendy; Kumagai Naoya | Zendy; Shibasaki Masakatsu | Zendy

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Direct Catalytic Asymmetric Addition of Allylic Cyanides to Aldehydes for Expeditious Access to Enantioenriched Unsaturated δ‐Valerolactones

Author(s) -

Otsuka Yasunari,

Takada Hisashi,

Yasuda Shigeo,

Kumagai Naoya,

Shibasaki Masakatsu

Publication year - 2013

Publication title -

chemistry – an asian journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.18

H-Index - 106

eISSN - 1861-471X

pISSN - 1861-4728

DOI - 10.1002/asia.201201021

Subject(s) - nitrile , catalysis , lewis acids and bases , allylic rearrangement , cyanide , chemistry , brønsted–lowry acid–base theory , base (topology) , organic chemistry , enantioselective synthesis , combinatorial chemistry , mathematics , mathematical analysis

A direct catalytic asymmetric γ‐addition of allyl cyanide to aldehydes promoted by soft Lewis acid/hard Brønsted base cooperative catalysis is described. The resulting homoallylic alcohols bearing a Z ‐configured α,β‐unsaturated nitrile allow rapid access to enantioenriched δ‐valerolactones.

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