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Stereoselective Total Synthesis of (−)‐Borrelidin

2004; Wiley; Volume: 43; Issue: 30 Linguagem: Inglês

10.1002/anie.200460203

1521-3773

Binh G. Vong, Sun Hee Kim, Sunny Abraham, Emmanuel A. Theodorakis,

Marine Sponges and Natural Products

A convergent synthesis of (−)-borrelidin (1) is reported based on the retrosynthetic disconnections indicated in the picture. Highlights of the strategy include the construction of a strained enynone-containing macrolide and the installation of a cyano group in a regioselective manner by a novel molybdenum-catalyzed hydrostannation of the alkyne.