Journal Article10.1021/AR00178A005
BINAP: an efficient chiral element for asymmetric catalysis
Ryoji Noyori,Hidemasa Takaya +1 more
1.1K
About: This article is published in Accounts of Chemical Research. The article was published on 01 Oct 1990. The article focuses on the topics: BINAP & Enantioselective synthesis.
read more
Chat with Paper
AI Agents for this Paper
Find similar papers on Google Scholar, PubMed and Arxiv
Write a critical review of this paper
Analyze citations of this paper to find unaddressed research gaps
Citations
Asymmetric heck reaction. A catalytic asymmetric synthesis of the key intermediate for vernolepin
TL;DR: Enone 5a, a functionalized decalin derivative, has been synthesized in up to 86% ee by an asymmetric Heck reaction starting with the allylic alcohol 3 as discussed by the authors.
67
Generation of Chiral Boron Enolates by Rhodium-Catalyzed Asymmetric 1,4-Addition of 9-Aryl-9-borabicyclo[3.3.1]nonanes (B-Ar-9BBN) to α,β-Unsaturated Ketones
TL;DR: Asymmetric 1,4-addition of 9-phenyl-9-borabicyclo[3.3.1]nonane (2m) to 2-cyclohexenone (1a) proceeded with high enantioselectivity in toluene at 80 °C in the presence of 3 mol % of a rhodium catalyst generated from [Rh(OMe)(cod)]2 and (S)-binap, which was 98% enantiomerically pure as discussed by the authors.
66
Synthesis of axially chiral compounds through catalytic asymmetric reactions of alkynes
Zhi-Xin Zhang,Tong-Yi Zhai,Long-Wu Ye,Long-Wu Ye +3 more
- 22 Oct 2021
TL;DR: A review of catalytic asymmetric reaction of readily available alkynes is presented in this paper, including transition-metal-catalyzed and organocatalytic reactions, with a discussion of the reaction scope, mechanistic insights, and synthetic applications of these catalytic reactions of alkynes.
66
Chirally functionalized mesoporous organosilicas with built-in BINAP ligand for asymmetric catalysis
Peiyuan Wang,Peiyuan Wang,Xiao Liu,Xiao Liu,Jie Yang,Yan Yang,Yan Yang,Lei Zhang,Qihua Yang,Can Li +9 more
TL;DR: The chirally functionalized periodic mesoporous organosilica (PMO) with C2-symmetric chiral building blocks, BINAP (2,2′-bis(diphenylphosphino)-1,1′-binaphthyl), in the pore wall was successfully synthesized for the first time using a successive co-condensation and post-synthesis modification method as discussed by the authors.
66
Palladium-catalyzed asymmetric arylation of 4,7-dihydro-1,3-dioxepin. Catalytic asymmetric synthesis of γ-butyrolactone derivatives
TL;DR: The palladium-catalyzed asymmetric arylation of 4,7-dihydro-1,3-dioxepin 1d has been shown to give 2d-h (up to 75% ee), which can be readily converted to γ-butyrolactone derivatives.
64
References
Synthesis of 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP), an atropisomeric chiral bis(triaryl)phosphine, and its use in the rhodium(I)-catalyzed asymmetric hydrogenation of .alpha.-(acylamino)acrylic acids
961
Stereoselective hydrogenation via dynamic kinetic resolution
Ryoji Noyori,T. Ikeda,Takeshi Ohkuma,M. Widhalm,Masato Kitamura,Hidemasa Takaya,Susumu Akutagawa,Noboru Sayo,Takao Saito,T. Taketomi,Hidenori Kumobayashi +10 more
TL;DR: Stereoselectivite dans l'hydrogenation de cetoesters and d'un aminoester conjugue, catalysee par des complexes du ruthenium.
419