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Total Synthesis of (±)-Aplykurodinone-1: Traceless Stereochemical Guidance

“…The C 9 ketone was then reduced, as shown, and the resultant alcohol protected as a MOM ether. Upon reduction of the ester and removal of the dithiane ketal,13a,14 compound 10 was in hand. The primary alcohol was next converted to its diazoacetyl derivative, 11 .…”

Trimethylsilylmethyllithium

“…21 Reaction of (1) with arenesulfonyl fluorides provides α-silyl sulfones, 16c key intermediates for the preparation of vinyl sulfones. 5b,c, 22 Reaction of the lithium reagent (1) with Aluminum Chloride followed by a vinyl triflate results in formation of an allylsilane (eq 6). 23 With Carbon Monoxide as an electrophile with (1), a rapid entry to acylsilanes, or silyl enol ethers by subsequent reaction with Chlorotrimethylsilane, can be realized.…”

Botanical Pesticides

“…These extracts also prevent feeding by the bollworm and by Pieris brassicae L. (94)(95)(96) and cause juvenilization of the beet armyworm (97). The components mainly responsible for the biological activity are isomeric ajugarins which have been synthesized (98)(99)(100)(101)(102)(103).…”