Total Synthesis of Meayamycin and O -Acyl Analogues.

Autor:	Gartshore C; Department of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States., Tadano S; Department of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States., Chanda PB; Department of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States., Sarkar A; Department of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States., Chowdari NS; Bristol Myers Squibb Research & Development, 700 Bay Road, Redwood City, California 94063, United States., Gangwar S; Bristol Myers Squibb Research & Development, 700 Bay Road, Redwood City, California 94063, United States., Zhang Q; Bristol Myers Squibb Research & Development, 700 Bay Road, Redwood City, California 94063, United States., Vite GD; Bristol Myers Squibb Research & Development, 700 Bay Road, Redwood City, California 94063, United States.; Bristol Myers Squibb Research & Development, P.O. Box 4000, Princeton, New Jersey 08543 United States., Momirov J; Department of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States., Boger DL; Department of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Jazyk:	angličtina
Zdroj:	Organic letters [Org Lett] 2020 Nov 06; Vol. 22 (21), pp. 8714-8719. Date of Electronic Publication: 2020 Oct 19.
DOI:	10.1021/acs.orglett.0c03308
Abstrakt:	A short, scalable total synthesis of meayamycin is described by an approach that entails a longest linear sequence of 12 steps (22 steps overall) from commercially available chiral pool materials (ethyl l-lactate, BocNH-Thr-OH, and d-ribose) and introduces the most straightforward preparation of the right-hand subunit detailed to date. The use of the approach in the divergent synthesis of a representative series of O -acyl analogues is exemplified.
Databáze:	MEDLINE
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