ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
New Reagents, XXXVIII. Addition of (α-Lithioalkyl)diphenylarsane Oxides to Benzaldehyde and Acetophenone with Extreme DiastereoselectivityIn contrast to α-lithiated alkyldiphenylphosphane oxides, the α-lithiated alkyldiphenylarsane oxides 3a and b react extremely diastereoselectively with benzaldehyde to give the alcohols erythro-4a and erythro-4b, respectively. Analogously, 3b reacts extremely diastereoselectively with acetophenone, whereas by reaction with aliphatic aldehydes a mixture of two diastereomeric alcohols (erythro:threo = 1.5-1.7:1) is formed.
Notes:
Im Gegensatz zu α-lithiierten Alkyldiphenylphosphanoxiden reagieren die α-lithiierten Alkyldiphenylarsanoxide 3a und b hoch diastereoselektiv mit Benzaldehyd zu den Alkoholen erythro 4a bzw. erythro-4b. Auch mit Acetophenon reagiert 3b extrem diastereoselektiv, während bei der Umsetzung mit aliphatischen Aldehyden ein Diastereomeren-Gemisch anfällt (erythro:threo = 1.5-1.7:1).
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19861190709
