Concise and protective group-free syntheses of (±)-hamigeran B and (±)-4-bromohamigeran B.
Concise and protective group free syntheses of (±)-hamigeran B and (±)-4-bromohamigeran B are reported. The key reactions include an enone migration and a Diels-Alder cyclization to provide the requisite tricyclic skeleton.
Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, British Columbia, Canada V6T 1Z1. slau@exelixis.com
Stephen Y W
SY
Lau
D000818:Animals; D003500:Cyclization; D015394:Molecular Structure; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000737:chemistry; D011161:Porifera / Q000737:chemistry; D013237:Stereoisomerism
C556079:4-bromohamigeran B; D009285:Naphthoquinones; C483756:hamigeran B