An efficient access to N-tert-butanesulfinyl aldimines in water: Application to one-pot synthesis of homoallylic amines, (+)-crispine A and (−)-coniine

An Efficient method for the syntheses of N-tert-butanesulfinyl aldimines in water was developed using Amberlyst-15 as catalyst. Subsequently, chiral homoallylic amines were synthesized in one pot from aldehydes by combining with In-promoted allylation in aqueous media. The total syntheses of (+)-Cri...

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Main Authors:	Kai Sun, Bin-Hua Yuan, Yong Hu, Xing-Wen Sun, Guo-Qiang Lin
Format:	Article
Language:	English
Published:	Elsevier 2018-09-01
Series:	Journal of Saudi Chemical Society
Online Access:	http://www.sciencedirect.com/science/article/pii/S1319610317301394

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spelling	doaj-343df1b4cab040efb8b17d502784923f2020-11-24T22:31:23ZengElsevierJournal of Saudi Chemical Society1319-61032018-09-01226654664An efficient access to N-tert-butanesulfinyl aldimines in water: Application to one-pot synthesis of homoallylic amines, (+)-crispine A and (−)-coniineKai Sun0Bin-Hua Yuan1Yong Hu2Xing-Wen Sun3Guo-Qiang Lin4Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, ChinaDepartment of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, ChinaDepartment of Neonatology, Shanghai Children's Hospital, Shanghai Jiao Tong University, Shanghai 200040, China; Corresponding authors.Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China; Corresponding authors.Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, ChinaAn Efficient method for the syntheses of N-tert-butanesulfinyl aldimines in water was developed using Amberlyst-15 as catalyst. Subsequently, chiral homoallylic amines were synthesized in one pot from aldehydes by combining with In-promoted allylation in aqueous media. The total syntheses of (+)-Crispine A and (−)-Coniine were conducted to demonstrate the utility of this one-pot approach. Keywords: N-tert-Butanesulfinyl aldimines, Chiral homoallylic amines, Aqueous reaction, (+)-Crispine A, (−)-Coniinehttp://www.sciencedirect.com/science/article/pii/S1319610317301394
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Kai Sun Bin-Hua Yuan Yong Hu Xing-Wen Sun Guo-Qiang Lin
spellingShingle	Kai Sun Bin-Hua Yuan Yong Hu Xing-Wen Sun Guo-Qiang Lin An efficient access to N-tert-butanesulfinyl aldimines in water: Application to one-pot synthesis of homoallylic amines, (+)-crispine A and (−)-coniine Journal of Saudi Chemical Society
author_facet	Kai Sun Bin-Hua Yuan Yong Hu Xing-Wen Sun Guo-Qiang Lin
author_sort	Kai Sun
title	An efficient access to N-tert-butanesulfinyl aldimines in water: Application to one-pot synthesis of homoallylic amines, (+)-crispine A and (−)-coniine
title_short	An efficient access to N-tert-butanesulfinyl aldimines in water: Application to one-pot synthesis of homoallylic amines, (+)-crispine A and (−)-coniine
title_full	An efficient access to N-tert-butanesulfinyl aldimines in water: Application to one-pot synthesis of homoallylic amines, (+)-crispine A and (−)-coniine
title_fullStr	An efficient access to N-tert-butanesulfinyl aldimines in water: Application to one-pot synthesis of homoallylic amines, (+)-crispine A and (−)-coniine
title_full_unstemmed	An efficient access to N-tert-butanesulfinyl aldimines in water: Application to one-pot synthesis of homoallylic amines, (+)-crispine A and (−)-coniine
title_sort	efficient access to n-tert-butanesulfinyl aldimines in water: application to one-pot synthesis of homoallylic amines, (+)-crispine a and (−)-coniine
publisher	Elsevier
series	Journal of Saudi Chemical Society
issn	1319-6103
publishDate	2018-09-01
description	An Efficient method for the syntheses of N-tert-butanesulfinyl aldimines in water was developed using Amberlyst-15 as catalyst. Subsequently, chiral homoallylic amines were synthesized in one pot from aldehydes by combining with In-promoted allylation in aqueous media. The total syntheses of (+)-Crispine A and (−)-Coniine were conducted to demonstrate the utility of this one-pot approach. Keywords: N-tert-Butanesulfinyl aldimines, Chiral homoallylic amines, Aqueous reaction, (+)-Crispine A, (−)-Coniine
url	http://www.sciencedirect.com/science/article/pii/S1319610317301394
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An efficient access to N-tert-butanesulfinyl aldimines in water: Application to one-pot synthesis of homoallylic amines, (+)-crispine A and (−)-coniine

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