Abstract
Total syntheses of (+)-himbacine (1) and (+)-himbeline (2) are described. The synthesis involves the preparation of sulfone 38 and aldehyde 42 as single enantiomers followed by coupling of these compounds using a Julia-Lythgoe olefination. The preparation of sulfone 38 features an acid- promoted intramolecular Diels-Alder reaction of an α,β-unsaturated thioester while the synthesis of 42 features a Beak alkylation of piperidine 39.
Original language | English (US) |
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Pages (from-to) | 5023-5033 |
Number of pages | 11 |
Journal | Journal of Organic Chemistry |
Volume | 62 |
Issue number | 15 |
DOIs | |
State | Published - Jul 25 1997 |
ASJC Scopus subject areas
- Organic Chemistry