Concepedia

Synthesis of the ABCD Ring of Gambierol

Hiroki Furuta, Mariko Hase, Ryōji Noyori, Yuji Mori

Organic Letters · 2005 · 24 citations · 18 references

DOI

Concepts

Abstract

A fully functionalized ABCD ring moiety of gambierol, a marine polycyclic ether toxin, was synthesized by the use of the oxiranyl anion strategy and reductive cycloetherification of a beta,delta-dihydroxy ketone.

References

18

Specific removal of o-methoxybenzyl protection by DDQ oxidation.

Yuji Oikawa, Tadao Yoshioka, Osamu Yonemitsu · Tetrahedron Letters · 1982 · 615 citations

, , +9

On the selectivity of deprotection of benzyl, mpm (4-methoxybenzyl) and dmpm (3,4-dimethoxybenzyl) protecting groups for hydroxy functions

Kiyoshi Horita, Tadao Yoshioka, Tatsuyoshi Tanaka et al. · Tetrahedron · 1986 · 509 citations

, , +5

Electrophilic and nucleophilic organoselenium reagents. New routes to .alpha.,.beta.-unsaturated carbonyl compounds

K. B. SHARPLESS, R. F. LAUER, A. Y. TERANISHI · Journal of the American Chemical Society · 1973 · 476 citations

, , +5

Gambierol: a new toxic polyether compound isolated from the marine dinoflagellate Gambierdiscus toxicus

Masayuki Satake, Michio Murata, Takeshi Yasumoto · Journal of the American Chemical Society · 1993 · 218 citations

, , +11

Total Synthesis of (−)-Gambierol

Haruhiko Fuwa, Noriko Kainuma, Kazuo Tachibana et al. · Journal of the American Chemical Society · 2002 · 174 citations

, , +15