Metal-Free 3+2+1 / 2+2+1 Biscyclization: Stereospecific Construction with Concomitant Functionalization of Indolizin-5(1H)-one: Stereospecific construction with concomitant functionalization of indolizin-5(1 H)-one

Tuan-Jie Li; Zhong-Qiu Liu; Hong-Mel Yin; Chang-Sheng Yao; Bo Jiang; Xiang-Shan Wang; Shu-Jiang Tu; Xiu-Ling Li; Guigen Li; Hong Mei Yin

doi:10.1021/jo401969g

Metal-Free 3+2+1 / 2+2+1 Biscyclization: Stereospecific Construction with Concomitant Functionalization of Indolizin-5(1H)-one: Stereospecific construction with concomitant functionalization of indolizin-5(1 H)-one

Tuan-Jie Li, Zhong-Qiu Liu, Hong-Mel Yin, Chang-Sheng Yao, Bo Jiang, Xiang-Shan Wang, Shu-Jiang Tu, Xiu-Ling Li, Guigen Li, Hong Mei Yin

Chemistry and Biochemistry

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6 Scopus citations

Abstract

A metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization strategy has been developed for the stereospecific construction with concomitant derivation of biologically significant indolizin-5(1H)-ones from simple and commercial starting materials. The transformations are notable because they can yield five new σ bonds and six stereocenters including a quaternary carbon center in a single operation.

Original language	English
Pages (from-to)	11414-11420
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	78
Issue number	22
DOIs	https://doi.org/10.1021/jo401969g
State	Published - Nov 15 2013

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Li, T.-J., Liu, Z.-Q., Yin, H.-M., Yao, C.-S., Jiang, B., Wang, X.-S., Tu, S.-J., Li, X.-L., Li, G., & Yin, H. M. (2013). Metal-Free 3+2+1 / 2+2+1 Biscyclization: Stereospecific Construction with Concomitant Functionalization of Indolizin-5(1H)-one: Stereospecific construction with concomitant functionalization of indolizin-5(1 H)-one. Journal of Organic Chemistry, 78(22), 11414-11420. https://doi.org/10.1021/jo401969g

@article{30f2c9c437b94a068c94ac96d2430116,

title = "Metal-Free 3+2+1 / 2+2+1 Biscyclization: Stereospecific Construction with Concomitant Functionalization of Indolizin-5(1H)-one: Stereospecific construction with concomitant functionalization of indolizin-5(1 H)-one",

abstract = "A metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization strategy has been developed for the stereospecific construction with concomitant derivation of biologically significant indolizin-5(1H)-ones from simple and commercial starting materials. The transformations are notable because they can yield five new σ bonds and six stereocenters including a quaternary carbon center in a single operation.",

author = "Tuan-Jie Li and Zhong-Qiu Liu and Hong-Mel Yin and Chang-Sheng Yao and Bo Jiang and Xiang-Shan Wang and Shu-Jiang Tu and Xiu-Ling Li and Guigen Li and Yin, {Hong Mei}",

year = "2013",

month = nov,

day = "15",

doi = "10.1021/jo401969g",

language = "English",

volume = "78",

pages = "11414--11420",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society (ACS)",

number = "22",

}

Li, T-J, Liu, Z-Q, Yin, H-M, Yao, C-S, Jiang, B, Wang, X-S, Tu, S-J, Li, X-L, Li, G & Yin, HM 2013, 'Metal-Free 3+2+1 / 2+2+1 Biscyclization: Stereospecific Construction with Concomitant Functionalization of Indolizin-5(1H)-one: Stereospecific construction with concomitant functionalization of indolizin-5(1 H)-one', Journal of Organic Chemistry, vol. 78, no. 22, pp. 11414-11420. https://doi.org/10.1021/jo401969g

Metal-Free 3+2+1 / 2+2+1 Biscyclization: Stereospecific Construction with Concomitant Functionalization of Indolizin-5(1H)-one: Stereospecific construction with concomitant functionalization of indolizin-5(1 H)-one. / Li, Tuan-Jie; Liu, Zhong-Qiu; Yin, Hong-Mel et al.
In: Journal of Organic Chemistry, Vol. 78, No. 22, 15.11.2013, p. 11414-11420.

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

TY - JOUR

T1 - Metal-Free 3+2+1 / 2+2+1 Biscyclization: Stereospecific Construction with Concomitant Functionalization of Indolizin-5(1H)-one

T2 - Stereospecific construction with concomitant functionalization of indolizin-5(1 H)-one

AU - Li, Tuan-Jie

AU - Liu, Zhong-Qiu

AU - Yin, Hong-Mel

AU - Yao, Chang-Sheng

AU - Jiang, Bo

AU - Wang, Xiang-Shan

AU - Tu, Shu-Jiang

AU - Li, Xiu-Ling

AU - Li, Guigen

AU - Yin, Hong Mei

PY - 2013/11/15

Y1 - 2013/11/15

N2 - A metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization strategy has been developed for the stereospecific construction with concomitant derivation of biologically significant indolizin-5(1H)-ones from simple and commercial starting materials. The transformations are notable because they can yield five new σ bonds and six stereocenters including a quaternary carbon center in a single operation.

AB - A metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization strategy has been developed for the stereospecific construction with concomitant derivation of biologically significant indolizin-5(1H)-ones from simple and commercial starting materials. The transformations are notable because they can yield five new σ bonds and six stereocenters including a quaternary carbon center in a single operation.

UR - http://www.scopus.com/inward/record.url?scp=84887987310&partnerID=8YFLogxK

U2 - 10.1021/jo401969g

DO - 10.1021/jo401969g

M3 - Article

C2 - 24168348

SN - 0022-3263

VL - 78

SP - 11414

EP - 11420

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 22

ER -

Metal-Free 3+2+1 / 2+2+1 Biscyclization: Stereospecific Construction with Concomitant Functionalization of Indolizin-5(1H)-one: Stereospecific construction with concomitant functionalization of indolizin-5(1 H)-one

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