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Synthesis of 1,1-Spirobiindane-7,7-Disulfonic Acid and Disulfonimide: Application for Catalytic Asymmetric Aminalization

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Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/75353

Title: Synthesis of 1,1-Spirobiindane-7,7-Disulfonic Acid and Disulfonimide: Application for Catalytic Asymmetric Aminalization
Authors: Kurihara, Takumaru Browse this author
Satake, Shun Browse this author
Hatano, Manabu Browse this author
Ishihara, Kazuaki Browse this author
Yoshino, Tatsuhiko Browse this author →KAKEN DB
Matsunaga, Shigeki Browse this author →KAKEN DB
Keywords: 1-spirobiindane
aminalization
chiral BrOnsted acid
disulfonic acid
disulfonimide
Issue Date: 4-Sep-2018
Publisher: Wiley-Blackwell
Journal Title: Chemistry-an asian journal
Volume: 13
Issue: 17
Start Page: 2378
End Page: 2381
Publisher DOI: 10.1002/asia.201800341
Abstract: 1,1-Spirobiindane-7,7-disulfonic acid (SPISA) and 1,1-spirobiindane-7,7-disulfonimide were synthesized from 1,1-spirobiindane-7,7-diol (SPINOL) in 4 steps using a Pd-catalyzed Newman-Kwart rearrangement as a key step. These new catalysts possessing a rigid spirocyclic backbone were evaluated in a catalytic asymmetric aminalization reaction, and SPISA/iPr(2)NEt exhibited high enantioselectivity, demonstrating the utility of SPISA as a chiral BrOnsted acid catalyst.
Rights: This is the peer reviewed version of the following article: https://onlinelibrary.wiley.com/doi/abs/10.1002/asia.201800341, which has been published in final form at 10.1002/asia.201800341. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving
Type: article (author version)
URI: http://hdl.handle.net/2115/75353
Appears in Collections:薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 吉野 達彦

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