124994-75-8Relevant articles and documents
Origin of the relative stereoselectivity of the β-lactam formation in the Staudinger reaction
Jiao, Lei,Liang, Yong,Xu, Jiaxi
, p. 6060 - 6069 (2006)
The relative (cis, trans) stereoselectivity of the β-lactam formation is one of the critical issues in the Staudinger reaction. Although many attempts have been made to explain and to predict the stereochemical outcomes, the origin of the stereoselectivit
Catalyst-free, high-yield, and stereospecific synthesis of 3-phenylthio β-lactam derivatives
Jiao, Lei,Liang, Yong,Zhang, Qianfeng,Zhang, Shiwei,Xu, Jiaxi
, p. 659 - 665 (2007/10/03)
α-Diazocarbonyl compounds are good precursors of ketenes in the Staudinger reaction. On the basis of the reactions of S-phenyl diazothioacetate with imines under the catalysis of Rh2(OAc)4 a method for the synthesis of 3-phenylthio β
C-3 β-lactam carbocation equivalents: versatile synthons for C-3 substituted β-lactams
Bhalla, Aman,Madan, Sachin,Venugopalan, Paloth,Bari, Shamsher S.
, p. 5054 - 5063 (2007/10/03)
An efficient and operationally simple strategy for the synthesis of differently C-3 monosubstituted (9) and disubstituted (10) monocyclic β-lactams is described. This involves reaction of β-lactam carbocation equivalents (8) with an active aromatic, aliph
A new synthetic approach for novel C-3 substituted β-lactams
Madan, Sachin,Arora, Renu,Venugopalan,Bari
, p. 5577 - 5581 (2007/10/03)
An effective route to novel C-3 substituted β-lactams is described. This involves reaction of a β-lactam carbocation equivalent with active aromatic nucleophiles in the presence of a Lewis acid. The stereo-specificity of the formation of mono-substituted products may be rationalised on the basis of the SnCl4 mediated intermediate complex A that reacts via an S(N)2 mechanism. (C) 2000 Elsevier Science Ltd.
Synthesis of β-Lactams from Novel Stannous Enolates and Imines
Sugano, Yuichi,Naruto, Shunji
, p. 1331 - 1334 (2007/10/02)
From the oxygen esters containing sulfur α-substituent, corresponding stannous enolates were prepared by the use of stannous trifluoromethanesulfonate.The enolates reacted with various imines to provide β-lactams.