107052-38-0Relevant articles and documents
A simple and efficient approach for the preparation of dihydroxanthyletin, xanthyletin, decursinol and marmesin
Kommera, Rajkumar,Bhimapaka, China Raju
, p. 3204 - 3211 (2020)
A simple and efficient approach has been developed for the preparation of coumarin natural products such as dihydroxanthyletin, xanthyletin, decursinol and marmesin starting from commercially available 2,4-dihydroxybenzaldehyde with very good yields. Wittig homologation and Claisen rearrangement are the protocols used to achieve these molecules.
Enantioselective synthesis of chromans for the preparation of enantiopure vitamin E and analogues
Tietze, Lutz F.,G?rlitzer, Jochen
, p. 877 - 885 (2007/10/03)
Coupling of the differently protected (hydroxymethyl)enynes 11 a-e and 12a-c with the iodoarene 7 in the presence of catalytic amounts of Pd(PPh3)4 afforded the arylenynes 5a-e and 6a-c which were transformed into the monoprotected chiral trihydroxy compounds 13 a-d and 14a,b by Sharpless bishydroxylation with >95% ee for 13 a-d, 91% ee for 14b, and 64% ee for 14a. A 5-step transformation of 13a led to the desired chroman derivative 3a which was cleaved to give the aldehyde 2 a known precursor for the enantioselective synthesis of vitamin E.
Tandem Thermal Claisen-Cope Rearrangements of Coumarate Derivatives. Total Syntheses of the Naturally Occuring Coumarins: Suberosin, Demethylsuberosin, Ostrithin, Balsamiferone and Gravelliferone
Cairns, Nicholas,Harwood, Laurence M.,Astles, David P.
, p. 3101 - 3108 (2007/10/02)
Thermal Claisen rearrangements of derivatives of 4'-O-methyl and 4'-O-benzyl methyl coumarates 3, prepared from the corresponding umbelliferone derivatives, have been investigated.Simple allyl derivatives rearrange predominantly to the vacant ortho-positi