181038-11-9

Upstream product

• 181038-07-3 2-Chloro-2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-1,1-diphenyl-ethanol 
• 119-61-9 benzophenone 
• 74307-97-4 2-chloromethyl-4,4-dimethyl-4,5-dihydro-1,3-oxazole 
• 1772-43-6 2,4,4-trimethyl oxazoline 

Downstream Products

• 1219440-93-3 [1R,2S,S(S)]-[2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-3,3-diphenyloxiran-2-yl]-[2-(p-tolylsulfinyl)phenyl]methanol 
• 1219440-92-2 [1S,2S,S(S)]-[2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-3,3-diphenyloxiran-2-yl]-[2-(p-tolylsulfinyl)phenyl]methanol 
• 1219440-91-1 [1S,2R,S(S)]-[2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-3,3-diphenyloxiran-2-yl]-[2-(p-tolylsulfinyl)phenyl]methanol 
• 212072-14-5 2,3,4,4-Tetramethyl-2-(2-methyl-3,3-diphenyl-oxiranyl)-oxazolidine 
• 23457-03-6 3,4-epoxy-3-methyl-4,4-diphenylbutan-2-one 
• 212072-13-4 1,2-epoxy-1,1-diphenyl-2-(3,4,4-trimethyl-2-phenyl-1,3-oxazolidin-2-yl)propane 

Relevant academic research and scientific papers

Oxiranyllithium based synthesis of α-keto-2-oxazolines

α-Keto-2-oxazolines 5a-j have been efficiently prepared by lithiation [sec-(or n-)BuLi/TMEDA, Et2O, -100 °C] and rearrangement of oxiranyl oxazolines 2a-j. (C) 2000 Published by Elsevier Science Ltd.

Synthesis of allylic alcohols from oxazolinyloxiranes

Lithium diisopropylamide (LDA) (or s-BuLi/TMEDA) in diethyl ether promotes smooth ring opening of oxazolinyl alkyl oxiranes to give oxazolinyl allylic alcohols, which are masked Baylis-Hillman adducts, in good to excellent yields. An E2-E1cb-like syn-β-elimination is proposed to explain the easy base-promoted isomerization of the studied oxiranes.

Metalation of 2-chloromethyl-2-oxazolines: Synthesis of 1,2,3-tris(oxazolinyl)cyclopropanes and derivatives

2-Chloromethyl-2-oxazoline converts cleanly into trans-1,2,3-tris(oxazolinyl)cyclopropane upon treatment with strong bases such as LDA or KN(SiMe3)2. Deprotonation of the above cyclopropane followed by the addition of electrophiles allows the preparation of more functionalized tris-(oxazolinyl)cyclopropanes.

An oxazoline-mediated synthesis of formyl epoxides

α,β-epoxy aldehydes have been prepeared by deblocking of oxazolinyl oxiranes, which in turn have been synthesized on treatment of 4,4-dimethyloxazolinylchlormethyllithium with aldehydes.