Radical cyclisation of 4-(o-bromophenoxy)-2H-1-benzopyrans; an efficient synthesis of pterocarpans
01 Jan 1988-Journal of The Chemical Society, Chemical Communications (The Royal Society of Chemistry)-Iss: 1, pp 28-29
Abstract: The preparation of 4-(o-bromophenoxy)-2H-1-benzopyrans and their conversion into the pterocarpan skeleton via radical cylisation are reported.
...read more
Topics: Benzopyrans (63%), Pterocarpan (55%)
Citations
More filters
94 citations
V. S. Prasada Rao Lingam1, Ramanatham Vinodkumar, Khagga Mukkanti1, Abraham Thomas +1 more•Institutions (1)
Abstract: A variety of mono- and disubstituted phenols are alkylated with propargyl bromide to give phenyl 2-propynyl ethers, which were further coupled with aryl iodides under Sonogashira reaction conditions to give 3-phenoxy-1-aryl-1-propyne derivatives. The latter compounds underwent an initial Claisen rearrangement followed by ring closure to give functionalized benzo[ b ]furans in moderate to good yields.
...read more
34 citations
TL;DR: Stereoselective synthesis of (+)-monocerin was accomplished via radical cyclization of a vinylic ether intermediate.
...read more
Abstract: Stereoselective synthesis of (+)-monocerin was accomplished via radical cyclization of a vinylic ether intermediate.
...read more
22 citations
Abstract: Silicon-centred radicals, derived from alkoxy dialkyl silanes by intramolecular hydrogen transfer, undergo 5-endo-trigonal closure.
...read more
19 citations
01 Jan 1996-
19 citations