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Total Synthesis of Spinosyn A. 1. Enantioselective Construction of a Key Tricyclic Intermediate by a Multiple Configurational Inversion Scheme

✍ Scribed by Paquette, Leo A.; Gao, Zhongli; Ni, Zhijie; Smith, Graham F.

Book ID
121213672
Publisher
American Chemical Society
Year
1998
Tongue
English
Weight
366 KB
Volume
120
Category
Article
ISSN
0002-7863

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ChemInform Abstract: Total Synthesis of
ChemInform Abstract: Total Synthesis of Spinosyn A. Part 1. Enantioselective Construction of a Key Tricyclic Intermediate by a Multiple Configurational Inversion Scheme.
✍ L. A. PAQUETTE; Z. GAO; Z. NI; G. F. SMITH πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 42 KB πŸ‘ 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a β€œFull Text” option. The original article is trackable v

Synthetic studies on spinosyn A. Conveni
Synthetic studies on spinosyn A. Convenient enantioselective construction of a suitably functionalized trans,anti,cis-decahydro-as-indacene intermediate via [3.3] sigmatropy and double configurational inversion
✍ Leo A. Paquette; Zhongli Gao; Zhijie Ni; Graham F. Smith πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 184 KB

An enantioselective route to the decahydro-as-indacene 15 is described. Anionic oxy-Cope rearrangement of alcohol 5 initiates the sequence, which capitalizes on thermodynamics to control ultimate elaboration of the four key stereogenic centers resident in the several intermediates.