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Diastereocontrolled Construction of Spiroindolenines via Hexafluoroisopropanol-Promoted Dearomative Epoxide-Indole Cyclization.
Chouhan, Raju; Bhattacharyya, Hemanga; Das, Sajal Kumar.
Affiliation
  • Chouhan R; Department of Chemical Sciences, Tezpur University, Napaam, Sonitpur, Assam 784028, India.
  • Bhattacharyya H; Department of Chemical Sciences, Tezpur University, Napaam, Sonitpur, Assam 784028, India.
  • Das SK; Department of Chemical Sciences, Tezpur University, Napaam, Sonitpur, Assam 784028, India.
Org Lett ; 26(5): 1088-1093, 2024 Feb 09.
Article in En | MEDLINE | ID: mdl-38271293
ABSTRACT
Herein, we report the discovery of the ipso-selective, dearomatizing spirocyclization of indole-tethered epoxides as a fundamentally new approach for constructing spiroindolenines equipped with three contiguous stereogenic centers under complete diastereocontrol (dr >991) and in high yields. Promoted by hexafluoroisopropanol, the protocol features a broad substrate scope, easy scale-up, and versatile transformations of the synthesized spiroindolenines.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett / Org. lett / Organic letters Journal subject: BIOQUIMICA Year: 2024 Document type: Article Affiliation country: India Country of publication: United States
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett / Org. lett / Organic letters Journal subject: BIOQUIMICA Year: 2024 Document type: Article Affiliation country: India Country of publication: United States