Total Synthesis of Macrolactin A with Versatile Catalytic, Enantioselective Dienolate Aldol Addition Reactions.

Angew Chem Int Ed Engl

California Institute of Technology, Division of Chemistry and Chemical Engineering, 164-30, 1201 East CA Boulevard, Pasedena, CA 91125 (USA), Fax: (+1) 626-564-9297.

Published: May 1998

A highly convergent total synthesis of macrolactin A (1) utilizes modern asymmetric catalytic C-C coupling methods. The longest linear sequence in the route is 16 steps with an average yield of 86% per step. This total synthesis is valuable, because 1, which has been shown to possess activity against HIV, is not readily accessible from its natural source, a taxonomically unclassified deep-sea bacterium.

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http://dx.doi.org/10.1002/(SICI)1521-3773(19980518)37:9<1261::AID-ANIE1261>3.0.CO;2-2DOI Listing

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