A synthesis of Vitamin E in racemic or optically active forms from 6-methyl-2-hepten-4-ol; 6,10-dimethyl-2-undecen-4-ol or 6-benzyloxy-2,5,7,8-tetramethyl-chroman-2-acetaldehyde including intermediates in this synthesis.
A synthesis of 2,6,10-trimethyl-undecan-1-ol, an intermediate for producing vitamin E, from methacrolein, crotonaldehyde, .beta.-hydroxy-isobutyric acid including intermediates in this synthesis.
A Convenient and Asymmetric Protocol for the Synthesis of Natural Products Containing Chiral Alkyl Chains via Zr-Catalyzed Asymmetric Carboalumination of Alkenes. Synthesis of Phytol and Vitamins E and K
作者:Shouquan Huo、Ei-ichi Negishi
DOI:10.1021/ol010142d
日期:2001.10.1
[GRAPHICS]A convenient and asymmetric protocol for the synthesis of chiral oligoisoprenoids is described. Typically, a C-14 vitamin E side chain 5 was synthesized in 47% yield over four steps. Isomeric purity of 5 was upgraded to > 99% R at C-2 and 97% R at C-6 by the statistical formation of stereoisomeric p-phenylenebisurethanes and their diastereomeric separation. In addition, phytol and vitamin K were synthesized in 21% and 28% overall yields, respectively, over five steps from 1.
Orthoacrylate Claisen rearrangement. An approach to aliphatic .alpha.-methylene esters
作者:Gabriel Saucy、Noal Cohen、Bruce L. Banner、Daniel P. Trullinger
DOI:10.1021/jo01299a008
日期:1980.5
SAUCY G.; COHEN N.; BANNER B. L.; TRULLINGER D. P., J. ORG. CHEM., 1980, 45, NO 11, 2080-2083
作者:SAUCY G.、 COHEN N.、 BANNER B. L.、 TRULLINGER D. P.