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  • Total synthesis of clavilactone B: a radical cyclization-fragmentation strategy.

Total synthesis of clavilactone B: a radical cyclization-fragmentation strategy.

Organic letters (2014-12-17)
Hiroshi Suizu, Daisuke Shigeoka, Hiroshi Aoyama, Takehiko Yoshimitsu
PMID25513832
ABSTRACT

A new synthetic route to clavilactone B, a naturally occurring inhibitor of epidermal growth factor receptor (EGFR) tyrosine kinase, is disclosed. The route features a sequential samarium-mediated radical cyclization-fragmentation of an indanone derivative, which provides rapid access to a 10-membered carbocyclic motif fused to an aromatic ring.

MATERIALS
Product Number
Brand
Product Description
261203
Sigma-Aldrich
Samarium, −40 mesh, 99% trace rare earth metals basis
GF52166943
Samarium, foil, not light tested, 25x25mm, thickness 0.005mm, as rolled, 99%
GF21658642
Samarium, foil, not light tested, 25x25mm, thickness 0.025mm, as rolled, 99%
GF75301668
Samarium, foil, not light tested, 50x50mm, thickness 0.025mm, as rolled, 99%
GF98883848
Samarium, rod, 100mm, diameter 6.35mm, cast, 99%