Enantioselective Construction of Cyclopentene Spiroindene Scaffolds via Phosphine-Catalyzed Annulation of Benzofulvene with MBH Carbonates

Zhi Yao Si; Shenhuan Li; Zhenli Liu; Xun Shen Liu; Yiyuan Cheng; Junliang Zhang; Yuanjing Xiao; Lu Liu

doi:10.1021/acs.orglett.6c01783

Enantioselective Construction of Cyclopentene Spiroindene Scaffolds via Phosphine-Catalyzed Annulation of Benzofulvene with MBH Carbonates

Zhi Yao Si
, Shenhuan Li
, Zhenli Liu
, Xun Shen Liu
, Yiyuan Cheng
, Junliang Zhang^*
, Yuanjing Xiao^*
, Lu Liu^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University
Fudan University

Research output: Contribution to journal › Letter › peer-review

Abstract

A novel chiral amide–phosphine bifunctional catalyst was developed and successfully catalyzed the asymmetric intermolecular vinylogous [3+2] annulations of MBH carbonates with benzofulvenes, affording cyclopentene spiroindenes with excellent regioselectivity and stereoselectivity (up to >20:1 dr and >99% ee), which are widely present in natural products and chiral catalysts.

Original language	English
Pages (from-to)	7321-7327
Number of pages	7
Journal	Organic Letters
Volume	28
Issue number	23
DOIs	https://doi.org/10.1021/acs.orglett.6c01783
State	Published - 12 Jun 2026

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title = "Enantioselective Construction of Cyclopentene Spiroindene Scaffolds via Phosphine-Catalyzed Annulation of Benzofulvene with MBH Carbonates",

abstract = "A novel chiral amide{\textendash}phosphine bifunctional catalyst was developed and successfully catalyzed the asymmetric intermolecular vinylogous [3+2] annulations of MBH carbonates with benzofulvenes, affording cyclopentene spiroindenes with excellent regioselectivity and stereoselectivity (up to >20:1 dr and >99\% ee), which are widely present in natural products and chiral catalysts.",

author = "Si, \{Zhi Yao\} and Shenhuan Li and Zhenli Liu and Liu, \{Xun Shen\} and Yiyuan Cheng and Junliang Zhang and Yuanjing Xiao and Lu Liu",

note = "Publisher Copyright: {\textcopyright} 2026 American Chemical Society",

year = "2026",

month = jun,

day = "12",

doi = "10.1021/acs.orglett.6c01783",

language = "英语",

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TY - JOUR

T1 - Enantioselective Construction of Cyclopentene Spiroindene Scaffolds via Phosphine-Catalyzed Annulation of Benzofulvene with MBH Carbonates

AU - Si, Zhi Yao

AU - Li, Shenhuan

AU - Liu, Zhenli

AU - Liu, Xun Shen

AU - Cheng, Yiyuan

AU - Zhang, Junliang

AU - Xiao, Yuanjing

AU - Liu, Lu

PY - 2026/6/12

Y1 - 2026/6/12

N2 - A novel chiral amide–phosphine bifunctional catalyst was developed and successfully catalyzed the asymmetric intermolecular vinylogous [3+2] annulations of MBH carbonates with benzofulvenes, affording cyclopentene spiroindenes with excellent regioselectivity and stereoselectivity (up to >20:1 dr and >99% ee), which are widely present in natural products and chiral catalysts.

AB - A novel chiral amide–phosphine bifunctional catalyst was developed and successfully catalyzed the asymmetric intermolecular vinylogous [3+2] annulations of MBH carbonates with benzofulvenes, affording cyclopentene spiroindenes with excellent regioselectivity and stereoselectivity (up to >20:1 dr and >99% ee), which are widely present in natural products and chiral catalysts.

UR - https://www.scopus.com/pages/publications/105041616604

U2 - 10.1021/acs.orglett.6c01783

DO - 10.1021/acs.orglett.6c01783

M3 - 快报

AN - SCOPUS:105041616604

SN - 1523-7060

VL - 28

SP - 7321

EP - 7327

JO - Organic Letters

JF - Organic Letters

IS - 23

ER -

Enantioselective Construction of Cyclopentene Spiroindene Scaffolds via Phosphine-Catalyzed Annulation of Benzofulvene with MBH Carbonates

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