Diastereoselectivity in the O - H Insertion Reactions of Carbenoids Derived from Phenyldiazoacetates of Chiral Alcohols. II. Comparison of Rhodium(II)- and Acid-Mediated Reactions

1999 ◽  
Vol 52 (2) ◽  
pp. 97 ◽  
Author(s):  
David J. Miller ◽  
Christopher J. Moody ◽  
C. Neil Morffitt

Rhodium(II)- or acid-mediated decomposition of 2-diazo-2-phenylacetates of chiral alcohols in the presence of various hydroxylic compounds (ROH) results in the diastereoselective formation of 2- hydroxy-, 2-alkoxy- or 2-trialkylsiloxy-2-phenylacetates, with the acid-mediated process giving the higher diastereoselectivity.

2019 ◽  
Vol 17 (3) ◽  
pp. 541-554
Author(s):  
Neeranuth Intakaew ◽  
Puracheth Rithchumpon ◽  
Chanatkran Prommin ◽  
Saranphong Yimklan ◽  
Nawee Kungwan ◽  
...  

New chiral derivatizing agents and the effect of aromatic rings were investigated for absolute configuration of chiral alcohols via1H-NMR.


Author(s):  
Tomasz K. Olszewski ◽  
Joseph Gbubele

Chiral organophosphorus compounds, especially those containing C-stereogenic carbons in the proximity of the phosphorus atom, are known for their unique properties and have found wide applications that span from medicinal...


2020 ◽  
Vol 12 (13) ◽  
pp. 14739-14740
Author(s):  
Mingchao Wang ◽  
Jodie A. Yuwono ◽  
Vallabh Vasudevan ◽  
Nick Birbilis ◽  
Nikhil V. Medhekar

Studies of the chemistry of metal cluster complexes and, in particular, their reactions with small organic molecules, have been confined to relatively few systems. Among the reasons for this are: (i) not many clusters are easily synthesized in high yields; (ii) their reactions often give a multitude of products that are difficult to separate and characterize; (iii) the conditions required to bring about reactions often lead to fragmentation of the cluster into lower nuclearity (often mononuclear) species. One cluster whose chemistry has been extensively studied is [Os 3 H 2 (CO) 10 ]. This can be synthesized in high yields from [Os 3 (CO) 12 ] + H 2 (Knox et al. 1975) and reacts readily under mild conditions with a wide range of electron-donor molecules by virtue of its coordinative unsaturation (Shapley et al. 1975; Deeming & Hasso 1976; Adams & Golembeski 1979). Formally, one may consider that a metal—metal double bond is present, which is reduced to a single bond on coordination of an additional two-electron donor ligand such as an organophosphine. The presence of metal—hydrogen bonds in this cluster and the cluster’s ability to coordinate organic substrates enable it to undergo a wide variety of insertion reactions, leading to products that may be regarded as intermediates in the reduction of organic molecules by clusters (Deeming & Hasso 1975; Keister & Shapley 1975).


ACS Catalysis ◽  
2017 ◽  
Vol 7 (10) ◽  
pp. 7174-7181 ◽  
Author(s):  
Gao-Wei Zheng ◽  
Yuan-Yang Liu ◽  
Qi Chen ◽  
Lei Huang ◽  
Hui-Lei Yu ◽  
...  
Keyword(s):  

Sign in / Sign up

Export Citation Format

Share Document