1. Improved Synthesis of Vitamin K1
- Author
-
Guang-Zhong Tu, Xian-Yong Wei, Ya-Fei Ji, Li Xu, Lin-Tao He, and Zhi-Min Zong
- Subjects
chemistry.chemical_classification ,Vitamin ,Cyclopentadiene ,Hydrogen ,Double bond ,Stereochemistry ,Chemistry ,Organic Chemistry ,chemistry.chemical_element ,Halide ,Vitamin k ,Alkylation ,Medicinal chemistry ,chemistry.chemical_compound ,Yield (chemistry) - Abstract
With (E/Z)-isomeric phytyl halides as side-chain materials, vitamin K 1 is synthesized via a Diels–Alder reaction to activate the free bridgehead hydrogen of 3 for the alkylation and a retro-Diels–Alder reaction to eliminate cyclopentadiene from 2 in a high yield, in which the configuration of the double bond in the phytyl side-chain is retained.
- Published
- 2003