Synthesis of 1,1′‐Spirobiindane‐7,7′‐Disulfonic Acid and Disulfonimide: Application for Catalytic Asymmetric Aminalization | Zendy

Kurihara Takumaru | Zendy; Satake Shun | Zendy; Hatano Manabu | Zendy; Ishihara Kazuaki | Zendy; Yoshino Tatsuhiko | Zendy; Matsunaga Shigeki | Zendy

Premium

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

Author(s) -

Kurihara Takumaru,

Satake Shun,

Hatano Manabu,

Ishihara Kazuaki,

Yoshino Tatsuhiko,

Matsunaga Shigeki

Publication year - 2018

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.201800341

Subject(s) - catalysis , brønsted–lowry acid–base theory , enantioselective synthesis , chemistry , diol , combinatorial chemistry , stereochemistry , medicinal chemistry , organic chemistry

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/ i Pr 2 NEt exhibited high enantioselectivity, demonstrating the utility of SPISA as a chiral Brønsted acid catalyst.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research