Biomedical subjects

Hiroaki Tamiya

Publications and source records attributed to Hiroaki Tamiya.

2 recordsLinked to original sources

PubMed2004

Acetoxyl group directed cyclization promoted by SmI2: directing group determined stereocomplementarity.

Complete reversal of diastereoselectivity was observed in the SmI(2)-promoted ketyl-olefin coupling cyclizations of the hydroxy ketone or aldehyde and its acetate. For example, the stereodivergent synthesis of the epimeric five-membered-ring alcohols 2 and 4 has been accomplished through the SmI(2)-induced ketyl-olefin coupling cyclizations of the delta-hydroxy ketone 1 and delta-acetoxy ketone 3.

Journal Article↗

PubMed2004

Efficient medium-ring cyclization under non-high-dilution conditions using SmI 2.

[reaction: see text] A general, efficient, and experimentally simple method for generating medium rings utilizing the SmI(2)-mediated Barbier-type coupling has been developed. Various eight- and nine-membered carbocycles and heterocycles are assembled with high efficiency via this protocol. Amazingly, the process does not require high-dilution conditions and almost quantitative yields of the frequently inaccessible medium-sized rings are obtained.

Journal Article↗