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Synthesis of 1,1-Spirobiindane-7,7-Disulfonic Acid and Disulfonimide: Application for Catalytic Asymmetric Aminalization
| 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)
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Submitter: 吉野 達彦
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