Dienamine Activation in the Organocatalytic  Asymmetric Synthesis  of  cis ‐3,4‐Difunctionalized Chromans and Dihydrocoumarins | Zendy

Enders Dieter | Zendy; Yang Xuena | Zendy; Wang Chuan | Zendy; Raabe Gerhard | Zendy; Runsik Jan | Zendy

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Dienamine Activation in the Organocatalytic Asymmetric Synthesis of cis ‐3,4‐Difunctionalized Chromans and Dihydrocoumarins

Author(s) -

Enders Dieter,

Yang Xuena,

Wang Chuan,

Raabe Gerhard,

Runsik Jan

Publication year - 2011

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.201100320

Subject(s) - chemistry , organocatalysis , phenols , trimethylsilyl , stereochemistry , reactivity (psychology) , enantioselective synthesis , organic chemistry , catalysis , medicine , alternative medicine , pathology

Dienamine activation wins against oxa‐1,4/1,4 : By using nitrovinyl phenols and enals, aminocatalysis allows the asymmetric synthesis of chromans and dihydrocoumarins bearing a CC double bond at the 3‐position (see scheme; TMS=trimethylsilyl). The new protocol takes advantage of the dienamine reactivity of the enal and avoids the known oxa‐Michael/Michael sequence.

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