Specific inclusion catalysis by .beta.-cyclodextrin in the one-step preparation of vitamin K1 or K2 analogs

Bioorganic Chemistry

“…They are specific allylation-oxidation of hydro quinone (188), cyclodextrin having an amino group attached to retinal as a rhodopsin model (189) and specific inclusion catalysis by pcyclodextrin in the one-step preparation of vitamin Kl and K2 analogues (190).…”

Lipophilic 1,4-naphthoquinone derivatives: synthesis and redox properties in solution and entrapped in the aqueous cubic liquid-crystalline phase of monoolein

“…Bondinell et al (1968) have developed the two general syntheses of 2-methyl-3-vinyl-1,4-naphthoquinones, both constructing the substituted vinyl chain via the Wittig reaction. Electrophilic allylation at the C 3 position of 2-methyl-1,4-hydronaphthoquinone with allyl, crotyl or prenyl bromide has been successfully developed by Tabushi et al (1979) to give a highly selective one-step preparation of the corresponding vitamin K 1 (or K 2 ) analogues by the use of ␤-cyclodextrin in dilute aqueous alkaline solution.…”

The Synthesis of Naturally Occurring Vitamin K and Vitamin K Analogues

“…For example, β-cyclodextrin has been shown to catalyse a key coupling step in the synthesis of vitamin K 1 , K 2 , and analogues [29]. The reaction of 2-methyl-1,4-naphthoquinone and a respective bromide using β-cyclodextrin in phosphate buffer containing 30% methanol gave the K vitamin in yields ranging from 40-60%.…”