Article

A formal total synthesis of platencin.

Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 0200, Australia.
Organic Letters (impact factor: 5.86). 10/2008; 10(20):4465-8. DOI:10.1021/ol801647h pp.4465-8
Source: PubMed

ABSTRACT The readily available and enantiomerically pure trienes 12 undergo a thermally induced intramolecular Diels-Alder reaction to give the corresponding mixture of compounds 13 and 14. This mixture has been elaborated to an advanced intermediate associated with Nicolaou's recently reported total synthesis of the natural enantiomeric form of the antibiotic platencin (2).

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Keywords

advanced intermediate
 
corresponding mixture
 
enantiomerically pure trienes 12
 
natural enantiomeric form
 
thermally induced intramolecular Diels-Alder reaction