Literature DB >> 24167150

Atropisomeric chiral dienes in asymmetric catalysis: C(2) -symmetric (Z,Z)-2,3-bis[1-(diphenylphosphinyl)ethylidene]tetralin as a highly active Lewis base organocatalyst.

Masamichi Ogasawara1, Shunsuke Kotani, Hikaru Nakajima, Haruka Furusho, Mitsuru Miyasaka, Yasushi Shimoda, Wei-Yi Wu, Masaharu Sugiura, Tamotsu Takahashi, Makoto Nakajima.   

Abstract

Diene catalysts with a twist: The title C2 -symmetric tetralin-fused 1,3-butadiene derivative is atropisomeric and can be resolved into the two helical enantiomers. The optically pure compound showed excellent enantioselectivity as well as unusually high catalytic activity as a chiral Lewis basic organocatalyst in the asymmetric allylation of various aldehydes with β-substituted allyltrichlorosilanes.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Lewis bases; allylation; asymmetric synthesis; atropisomerism; dienes

Mesh:

Substances:

Year:  2013        PMID: 24167150     DOI: 10.1002/anie.201308112

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  2 in total

1.  Rational Design of New Dihydrobenzooxophosphole-Based Lewis Base Organocatalysts.

Authors:  Bo Qu; Lalith P Samankumara; Anjan Saha; Mac G Schumer; Zhengxu S Han; Nizar Haddad; Carl A Busacca; Nathan K Yee; Marisa C Kozlowski; Jinghua J Song; Chris H Senanayake
Journal:  Synlett       Date:  2020-04       Impact factor: 2.454

2.  PdII -Catalyzed C(alkenyl)-H Activation Facilitated by a Transient Directing Group.

Authors:  Mingyu Liu; Juntao Sun; Tuğçe G Erbay; Hui-Qi Ni; Raúl Martín-Montero; Peng Liu; Keary M Engle
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-26       Impact factor: 16.823

  2 in total

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