Citation: Jinshan Li, Wenxue Xi, Saimei Liu, Yaqi Yang, Jianguo Yang, Hanfeng Ding, Zhiming Wang. HFIP-catalyzed highly diastereoselective formal [4 + 2] cyclization to synthesize difluorinated multisubstituted chromans using difluoroenoxysilanes as C2 synthons[J]. Chinese Chemical Letters, ;2022, 33(6): 3007-3011. doi: 10.1016/j.cclet.2021.12.002 shu

HFIP-catalyzed highly diastereoselective formal [4 + 2] cyclization to synthesize difluorinated multisubstituted chromans using difluoroenoxysilanes as C2 synthons

Jinshan Li ^{a, *,} ,
Wenxue Xi ^{a, b} ,
Saimei Liu ^a ,
Yaqi Yang ^a ,
Jianguo Yang ^a ,
Hanfeng Ding ^c ,
Zhiming Wang ^{a, *,}

a.
Advanced Research Institute and Department of Chemistry, Taizhou University, Taizhou 318000, China
b.
Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou 310018, China
c.
Department of Chemistry, Zhejiang University, Hangzhou 310058, China

jinshanli0708@163.com

wzmmol@hotmail.com

Received Date: 19 September 2021
Revised Date: 29 November 2021
Accepted Date: 1 December 2021
Available Online: 6 December 2021

Figures(6)

A hexafluoroisopropanol (HFIP)-catalyzed highly diastereoselective formal [4 + 2] cyclization between ortho-hydroxyphenyl para-quinone methides and difluoroenoxysilanes is developed. This tandem protocol provides a simple and straightforward approach to assemble diverse multiply functionalized difluorinated chromans with high to excellent diastereoselectivity by employing difluoroenoxysilane as a new C2 synthon.
- Difluorinated chromans,
- [4 + 2] Cyclization,
- Difluoroenoxysilanes,
- HFIP catalysis,
- Diastereoselectivity
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