Synthesis of blood-group substances. 6. Synthesis of O-.alpha.-L-fucopyranosyl-(1 .fwdarw. 2)-O-.beta.-D-galactopyranosyl-(1 .fwdarw. 4)-O-[.alpha.-L-fucopyranosyl-(1 .fwdarw. 3)]-2-acetamido-2-deoxy-.alpha.-D-glucopyranose, the postulated Lewis d antigenic determinant

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“…The first synthesis of the Le y hapten by Sinaÿ and Jacquinet involved the use of glycosyl orthoester and bromide donors 5. Schmidt et al and Danishefsky et al developed new syntheses using trichloroacetimidate and glycal methodologies 6.…”

Development of novel anticancer agents based on natural products

“…Scheme 2.9 Synthesis of L-arabinose donor 2.21The C-3 alcohol of compound 2.35 was regioselectively protected with a PMB group by the azeotropic removal of water in the presence of Bu2SnO followed by the treatment with PMBCl and TBAB 51. Compound 2.36 was regioselectively protected at the C-4 position with an allyl group on treatment with allyl bromide in DMF to afford compound 2.37 52. HF•Pyridine was used to cleave the TIPS group of 2.37 to obtain the desired lactol 2.38 in 92% yield.…”