Studies towards the synthesis of neopeltolide: synthesis of a ring-closing metathesis macrocyclization precursor
β Scribed by Gordon J. Florence; Romain F. Cadou
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- French
- Weight
- 445 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
An advanced ring-closing metathesis precursor for the synthesis of the marine macrolide neopeltolide is prepared in a stereocontrolled manner by the coupling of the C2-C10 and C11-C16 subunits. The metathesis reaction of 4 with Grubbs' II or Nolan's indenylidene catalyst led to the unexpected formation of cycloheptene 18.
π SIMILAR VOLUMES
## A&Wrack Lactones and lactams 4-6 were synthesized from a series of acyclic dienes 1-3 via ringclosing olefin metathesis, as shown in equation 1. The geometry of the resulting double bond was determined, and the UZratios compared to values from molecular mechanics calculations.
RCM of suitable β£,-dienes led to efficient atom economic synthetic approaches towards azacrown ether derivatives with 8-40 membered ring sizes.
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