A highly enantioselective Hg(II)-catalyzed Sakurai-Hosomi reaction of isatins with allyltrimethylsilanes

Zhong Yan Cao; Jia Sheng Jiang; Jian Zhou

doi:10.1039/c5ob02582f

A highly enantioselective Hg(II)-catalyzed Sakurai-Hosomi reaction of isatins with allyltrimethylsilanes

Zhong Yan Cao
, Jia Sheng Jiang
, Jian Zhou^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

35 Scopus citations

Abstract

A chiral complex derived from (S)-difluorophos and Hg(OTf)₂ is identified as a powerful catalyst for the Sakurai-Hosomi reaction of isatins with allyltrimethylsilane, allowing the facile synthesis of valuable building blocks 3-allyl-3-hydroxyoxindoles in up to 97% ee, with only 0.5-1.0 mol% of catalyst loading.

Original language	English
Pages (from-to)	5500-5504
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	14
Issue number	24
DOIs	https://doi.org/10.1039/c5ob02582f
State	Published - 2016

Access to Document

10.1039/c5ob02582f

Cite this

@article{925fe23ed06446aba5321918eb301fdc,

title = "A highly enantioselective Hg(II)-catalyzed Sakurai-Hosomi reaction of isatins with allyltrimethylsilanes",

abstract = "A chiral complex derived from (S)-difluorophos and Hg(OTf)2 is identified as a powerful catalyst for the Sakurai-Hosomi reaction of isatins with allyltrimethylsilane, allowing the facile synthesis of valuable building blocks 3-allyl-3-hydroxyoxindoles in up to 97\% ee, with only 0.5-1.0 mol\% of catalyst loading.",

author = "Cao, \{Zhong Yan\} and Jiang, \{Jia Sheng\} and Jian Zhou",

note = "Publisher Copyright: {\textcopyright} 2016 The Royal Society of Chemistry.",

year = "2016",

doi = "10.1039/c5ob02582f",

language = "英语",

volume = "14",

pages = "5500--5504",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0520",

publisher = "Royal Society of Chemistry",

number = "24",

}

TY - JOUR

T1 - A highly enantioselective Hg(II)-catalyzed Sakurai-Hosomi reaction of isatins with allyltrimethylsilanes

AU - Cao, Zhong Yan

AU - Jiang, Jia Sheng

AU - Zhou, Jian

PY - 2016

Y1 - 2016

N2 - A chiral complex derived from (S)-difluorophos and Hg(OTf)2 is identified as a powerful catalyst for the Sakurai-Hosomi reaction of isatins with allyltrimethylsilane, allowing the facile synthesis of valuable building blocks 3-allyl-3-hydroxyoxindoles in up to 97% ee, with only 0.5-1.0 mol% of catalyst loading.

AB - A chiral complex derived from (S)-difluorophos and Hg(OTf)2 is identified as a powerful catalyst for the Sakurai-Hosomi reaction of isatins with allyltrimethylsilane, allowing the facile synthesis of valuable building blocks 3-allyl-3-hydroxyoxindoles in up to 97% ee, with only 0.5-1.0 mol% of catalyst loading.

UR - https://www.scopus.com/pages/publications/84975469333

U2 - 10.1039/c5ob02582f

DO - 10.1039/c5ob02582f

M3 - 文章

AN - SCOPUS:84975469333

SN - 1477-0520

VL - 14

SP - 5500

EP - 5504

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 24

ER -

A highly enantioselective Hg(II)-catalyzed Sakurai-Hosomi reaction of isatins with allyltrimethylsilanes

Abstract

Access to Document

Other files and links

Fingerprint

Cite this