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A novel domino reaction for the preparation of substituted non-racemic β-proline derivatives.

Authors :
Gilbert, Eric J.
Brunskill, Andrew
Cai, Jiaqiang
Cai, Yaxian
Chu, Xin-Jie
Dai, Xing
Hao, Jinsong
Kuethe, Jeffrey T.
Lai, Zhong
Liu, Hong
Mu, Cuizhi
Qi, Yan
Scott, Jack D.
Taoka, Brandon
Truong, Quang
Walsh, Shawn P.
Wu, Wen-Lian
Cumming, Jared N.
Source :
Tetrahedron. Oct2016, Vol. 72 Issue 40, p6011-6020. 10p.
Publication Year :
2016

Abstract

A novel domino reaction for the preparation of non-racemic β-proline derivatives is reported. The addition of a methyl 2-(oxetan-3-yl)acetate titanium enolate to chiral tert -butanesulfinyl ketimines followed by an intramolecular oxetane ring-opening provides the highly-substituted pyrrolidine ring systems with three contiguous stereogenic centers. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00404020
Volume :
72
Issue :
40
Database :
Academic Search Index
Journal :
Tetrahedron
Publication Type :
Academic Journal
Accession number :
118025327
Full Text :
https://doi.org/10.1016/j.tet.2016.08.017