Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxy- and Azido-Selenenylation Reactions

6533b831fe1ef96bd12984c4

RESEARCH PRODUCT

Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxy- and Azido-Selenenylation Reactions

Carmela Aprile Renato Noto Michelangelo Gruttadauria Serena Riela Paolo Lo Meo

subject

Allylic rearrangement Azides Propanols Pharmaceutical Science diols Selenic Acid Hydroxylation Models Biological Article Analytical Chemistry Substrate Specificity lcsh:QD241-441 seleniraniun ion chemistry.chemical_compound lcsh:Organic chemistry Organoselenium Compounds Drug Discovery Organic chemistry Physical and Theoretical Chemistry Selenium Compounds seleniraniun ion.organic chemicals Organic Chemistry Diastereomer food and beverages Stereoisomerism Settore CHIM/06 - Chimica Organica diastereoselective synthesis azido selenelylazation reaction chemistry Chemistry (miscellaneous)Alcohols Molecular Medicine Azide

description

A method to synthesize 2-phenylselenenyl-1,3-anti-diols and 2-phenyl- selenenyl-1,3-anti-azidoalcohols via hydroxy- or azido-selenenylation of trans-allylic alcohols is reported. Moreover, the first example of hydroxyl-selenenylation of an allylic azide is presented. Yields ranging from moderate to good and diastereomeric ratios up to 95:5 are achieved.

year	journal	country	edition	language
2005-02-28	Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry

10.3390/10020383 http://europepmc.org/articles/PMC6147631

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