Work

Synthetic Studies on Amphidinolide B1

Year: 2006

Type: article

Abstract: [structure: see text]. The syntheses of three fragments, 2, 3, and 4, of amphidinolide B1 have been accomplished. The 1,3-isomerization of allylic alcohol 10 was accomplished via rhenium oxo catalysis and has been applied successfully in the synthesis. (-)-MIB-catalyzed asymmetric vinylzinc addition to aldehyde 31 and the regio- and stereoselective epoxidation of unsymmetrical divinyl methanol 32 were key steps.

Source: Organic Letters

DOI: 10.1021/ol052620g

Authors: Amit K. Mandal, John S. Schneekloth,, Kouji Kuramochi, Craig M. Crews

Institution: Yale University

Language: English

Topic: Organic Chemistry Synthesis Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Institute on Drug Abuse, National Institute of General Medical Sciences

Awards: G2149320613, Opioids, Cannabinoids, Chemokines: Functional Implications of Cross-Talk, G7641198367