ChemInform Abstract: Synthetic Methods and Reactions. Part 145. Improved Direct Preparation of O-Trimethylsilyl Monothioacetals from Thiols and Carbonyl Compounds.

ChemInform ◽  
1990 ◽  
Vol 21 (28) ◽  
Author(s):  
M. B. SASSAMAN ◽  
G. K. S. PRAKASH ◽  
G. A. OLAH
Keyword(s):  
Carbonyl Compounds ◽  
Synthetic Methods ◽  
Direct Preparation

scholarly journals The Phospha-Bora-Wittig Reaction

2021 ◽  
Author(s):  
Andryj Borys ◽  
Ella Rice ◽  
Gary Nichol ◽  
Michael Cowley
Keyword(s):  
Density Functional Theory ◽  
Lewis Acid ◽  
Carbonyl Compounds ◽  
Density Functional ◽  
Wittig Reaction ◽  
Acid Base ◽  
Functional Theory ◽  
Direct Preparation ◽  
Wittig Reactions

Here, we report the phospha-bora-Wittig reaction for the direct preparation of phosphaalkenes from aldehydes, ketones, esters, or amides. The transient phosphaborene Mes*P=B-NR2 reacts with carbonyl compounds to form 1,2,3-phosphaboraoxetanes, analogues of oxaphosphetane intermediates in the classical Wittig reaction. 1,2,3-phosphaboraoxetanes undergo thermal or Lewis acid/base-promoted cycloreversion, yielding phosphaalkenes. Experimental and density functional theory studies reveal far-reaching similarities between classical and phospha-bora-Wittig reactions.

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