Straightforward Stereoselective Synthesis of Seven-Membered Oxa-Bridged Rings through in Situ Generated Cycloheptenol Derivatives

Mengdan Wang; Liqiang Yin; Lu Cheng; Yajie Yang; Yanzhong Li

doi:10.1021/acs.joc.1c01648

Straightforward Stereoselective Synthesis of Seven-Membered Oxa-Bridged Rings through in Situ Generated Cycloheptenol Derivatives

Mengdan Wang
, Liqiang Yin
, Lu Cheng
, Yajie Yang
, Yanzhong Li^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

16 Scopus citations

Abstract

An iodine-mediated stereoselective synthesis of seven-membered oxa-bridged rings via in situ generated cycloheptenols was reported. This process was realized through the combination of C-C σ-bond cleavage and C-O bond-forming reactions in a one-pot fashion from simple and easily accessible raw materials. The formation of carbon radicals initiated by I2 was the key to the reaction.

Original language	English
Pages (from-to)	12956-12963
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	86
Issue number	18
DOIs	https://doi.org/10.1021/acs.joc.1c01648
State	Published - 17 Sep 2021

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title = "Straightforward Stereoselective Synthesis of Seven-Membered Oxa-Bridged Rings through in Situ Generated Cycloheptenol Derivatives",

abstract = "An iodine-mediated stereoselective synthesis of seven-membered oxa-bridged rings via in situ generated cycloheptenols was reported. This process was realized through the combination of C-C σ-bond cleavage and C-O bond-forming reactions in a one-pot fashion from simple and easily accessible raw materials. The formation of carbon radicals initiated by I2 was the key to the reaction.",

author = "Mengdan Wang and Liqiang Yin and Lu Cheng and Yajie Yang and Yanzhong Li",

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AU - Wang, Mengdan

AU - Yin, Liqiang

AU - Cheng, Lu

AU - Yang, Yajie

AU - Li, Yanzhong

PY - 2021/9/17

Y1 - 2021/9/17

N2 - An iodine-mediated stereoselective synthesis of seven-membered oxa-bridged rings via in situ generated cycloheptenols was reported. This process was realized through the combination of C-C σ-bond cleavage and C-O bond-forming reactions in a one-pot fashion from simple and easily accessible raw materials. The formation of carbon radicals initiated by I2 was the key to the reaction.

AB - An iodine-mediated stereoselective synthesis of seven-membered oxa-bridged rings via in situ generated cycloheptenols was reported. This process was realized through the combination of C-C σ-bond cleavage and C-O bond-forming reactions in a one-pot fashion from simple and easily accessible raw materials. The formation of carbon radicals initiated by I2 was the key to the reaction.

UR - https://www.scopus.com/pages/publications/85114513837

U2 - 10.1021/acs.joc.1c01648

DO - 10.1021/acs.joc.1c01648

M3 - 文章

AN - SCOPUS:85114513837

SN - 0022-3263

VL - 86

SP - 12956

EP - 12963

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 18

ER -

Straightforward Stereoselective Synthesis of Seven-Membered Oxa-Bridged Rings through in Situ Generated Cycloheptenol Derivatives

Abstract

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