TY - JOUR
T1 - Biomimetic syntheses from squalene-like precursors
T2 - Synthesis of ent- abudinol B and reassessment of the structure of muzitone
AU - Boone, Matthew A.
AU - Tong, Rongbiao
AU - McDonald, Frank E.
AU - Lense, Sheri
AU - Cao, Rui
AU - Hardcastle, Kenneth I.
PY - 2010/4/14
Y1 - 2010/4/14
N2 - We achieved the stereoselective syntheses of two different structural patterns corresponding to the enantiomers of the marine natural products abudinol B and muzitone, by developing two-directional tandem biomimetic cyclizations of polyepoxides of squalene analogues in which one alkene was functionalized as an enolsilane. In the course of this work, we demonstrated that the structure of muzitone was misassigned.
AB - We achieved the stereoselective syntheses of two different structural patterns corresponding to the enantiomers of the marine natural products abudinol B and muzitone, by developing two-directional tandem biomimetic cyclizations of polyepoxides of squalene analogues in which one alkene was functionalized as an enolsilane. In the course of this work, we demonstrated that the structure of muzitone was misassigned.
UR - https://www.webofscience.com/wos/woscc/full-record/WOS:000276553700060
UR - https://openalex.org/W1987131080
UR - https://www.scopus.com/pages/publications/77950852292
U2 - 10.1021/ja1006806
DO - 10.1021/ja1006806
M3 - Journal Article
C2 - 20334383
SN - 0002-7863
VL - 132
SP - 5300
EP - 5308
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 14
ER -