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author:

Liu, Mingshun (Liu, Mingshun.) [1] | Wang, Jian'an (Wang, Jian'an.) [2] | Yuan, Xiaoxi (Yuan, Xiaoxi.) [3] | Jiang, Rong (Jiang, Rong.) [4] (Scholars:姜蓉) | Fu, Nanyan (Fu, Nanyan.) [5] (Scholars:傅南雁)

Indexed by:

Scopus SCIE

Abstract:

A series of -lactams containing the ferrocene moiety were synthesized through the Staudinger reaction between ferrocenylketene generated by the thermal Wolff rearrangement of the corresponding diazo ketone and various imines. The stereochemical outcome has been investigated and the trans-products were isolated as the main products, opposite to the reported results by Bonini and coworkers. The absolute configuration of (+/-)-trans-1,4-diphenyl-3-ferrocenylazetidin-2-one (3c) was determined by X-ray analysis. The stereoselectivity is discussed from the viewpoint of the reaction mechanism. [GRAPHICS] .

Keyword:

ferrocenyl-ketene -Lactams stereoselectivity thermal Wolff rearrangement

Community:

  • [ 1 ] [Liu, Mingshun]Fuzhou Univ, Coll Chem, Fuzhou, Fujian, Peoples R China
  • [ 2 ] [Wang, Jian'an]Fuzhou Univ, Coll Chem, Fuzhou, Fujian, Peoples R China
  • [ 3 ] [Yuan, Xiaoxi]Fuzhou Univ, Coll Chem, Fuzhou, Fujian, Peoples R China
  • [ 4 ] [Jiang, Rong]Fuzhou Univ, Coll Chem, Fuzhou, Fujian, Peoples R China
  • [ 5 ] [Fu, Nanyan]Fuzhou Univ, Coll Chem, Fuzhou, Fujian, Peoples R China

Reprint 's Address:

  • 傅南雁

    [Fu, Nanyan]Fuzhou Univ, 2 Xue Yuan Rd,New Campus, Fuzhou 350116, Fujian, Peoples R China

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Source :

SYNTHETIC COMMUNICATIONS

ISSN: 0039-7911

Year: 2017

Issue: 24

Volume: 47

Page: 2369-2377

1 . 3 7 7

JCR@2017

1 . 8 0 0

JCR@2023

ESI Discipline: CHEMISTRY;

ESI HC Threshold:226

JCR Journal Grade:3

CAS Journal Grade:4

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count:

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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